# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'H. Berke' _publ_contact_author_email HBERKE@ACI.UNIZH.CH _publ_section_title ; Metal-free hydrogen activation and hydrogenation of imines with 1,8-Bis(dipentafluorophenylboryl)naphthalene ; loop_ _publ_author_name 'H. Berke' 'Olivier Blacque' 'Chunfang Jiang.' # Attachment 'Crystal.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 724802' _audit_creation_method SHELXL-97 _chemical_name_systematic ; bis(dipentafluorophenylboryl)-naphthalene ; _chemical_name_common bis(dipentafluorophenylboryl)-naphthalene _chemical_melting_point ? _chemical_formula_moiety 'C34 H6 B2 F20' _chemical_formula_sum 'C34 H6 B2 F20' _chemical_formula_weight 816.01 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.5171(4) _cell_length_b 11.9691(4) _cell_length_c 14.0547(5) _cell_angle_alpha 69.240(3) _cell_angle_beta 84.669(3) _cell_angle_gamma 66.772(4) _cell_volume 1517.98(11) _cell_formula_units_Z 2 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used 5747 _cell_measurement_theta_min 2.2578 _cell_measurement_theta_max 29.4018 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.785 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 800 _exptl_absorpt_coefficient_mu 0.189 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.899 _exptl_absorpt_correction_T_max 0.983 _exptl_absorpt_process_details ; CrysAlis Software system, Oxford Diffraction Ltd., Version 1.171.32. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Oxford Diffraction (2007). Oxford Diffraction Ltd., Xcalibur CCD system ; _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 10.4498 _diffrn_standards_number 1 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time 150 _diffrn_standards_decay_% 0 _diffrn_reflns_number 17221 _diffrn_reflns_av_R_equivalents 0.0386 _diffrn_reflns_av_sigmaI/netI 0.0840 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 26.37 _reflns_number_total 6206 _reflns_number_gt 3517 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro Software, Oxford Diffraction Ltd., Version 1.171.32 ; _computing_cell_refinement ; CrysAlisPro Software, Oxford Diffraction Ltd., Version 1.171.32 ; _computing_data_reduction ; CrysAlisPro Software, Oxford Diffraction Ltd., Version 1.171.32 ; _computing_structure_solution ; SHELXS97. Program for Crystal Structure solution. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. ; _computing_structure_refinement ; SHELXL97. Program for crystal structure refinement. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. ; _computing_molecular_graphics ; ORTEP-3 for Windows, Version 2.01. Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. ; _computing_publication_material ; WinGX -- An integrated system of Windows programs for the solution, refinment and analysis of single crystal X-ray diffraction data, Version 1.80.00. Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838. SHELXL97. Program for crystal structure refinement. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. PLATON for Windows, Version 1.12. Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13. ; _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\\s^2^(Fo^2^)+(0.0370P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6206 _refine_ls_number_parameters 505 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1083 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.0883 _refine_ls_wR_factor_gt 0.0770 _refine_ls_goodness_of_fit_ref 0.946 _refine_ls_restrained_S_all 0.946 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2117(2) 0.1610(2) 0.58156(17) 0.0236(6) Uani 1 1 d . . . C2 C 0.2102(2) 0.0347(2) 0.60076(16) 0.0238(6) Uani 1 1 d . . . C3 C 0.2771(3) -0.0292(2) 0.53361(18) 0.0317(6) Uani 1 1 d . . . H3 H 0.2828 -0.1148 0.5478 0.038 Uiso 1 1 calc R . . C4 C 0.3360(3) 0.0267(3) 0.44662(19) 0.0382(7) Uani 1 1 d . . . H4 H 0.3834 -0.0213 0.4039 0.046 Uiso 1 1 calc R . . C5 C 0.3253(3) 0.1500(3) 0.42320(18) 0.0357(7) Uani 1 1 d . . . H5 H 0.3599 0.1901 0.3613 0.043 Uiso 1 1 calc R . . C6 C 0.2638(3) 0.2202(2) 0.48894(18) 0.0297(6) Uani 1 1 d . . . C7 C 0.2508(3) 0.3501(3) 0.4621(2) 0.0431(7) Uani 1 1 d . . . H7 H 0.2846 0.3902 0.3998 0.052 Uiso 1 1 calc R . . C8 C 0.1898(3) 0.4178(3) 0.5254(2) 0.0433(8) Uani 1 1 d . . . H8 H 0.1759 0.5066 0.5052 0.052 Uiso 1 1 calc R . . C9 C 0.1480(3) 0.3576(2) 0.61929(19) 0.0317(6) Uani 1 1 d . . . H9 H 0.1080 0.4064 0.6627 0.038 Uiso 1 1 calc R . . C10 C 0.1621(2) 0.2285(2) 0.65302(17) 0.0222(6) Uani 1 1 d . . . C11 C 0.1530(3) -0.1740(2) 0.71356(17) 0.0249(6) Uani 1 1 d . . . C12 C 0.0600(3) -0.2307(2) 0.71605(17) 0.0260(6) Uani 1 1 d . . . C13 C 0.0958(3) -0.3622(2) 0.74458(18) 0.0290(6) Uani 1 1 d . . . C14 C 0.2315(3) -0.4448(2) 0.77209(18) 0.0311(6) Uani 1 1 d . . . C15 C 0.3287(3) -0.3953(2) 0.77166(19) 0.0332(7) Uani 1 1 d . . . C16 C 0.2890(3) -0.2639(2) 0.74245(18) 0.0284(6) Uani 1 1 d . . . C17 C -0.0426(3) 0.0688(2) 0.68027(17) 0.0241(6) Uani 1 1 d . . . C18 C -0.1186(3) 0.0436(2) 0.76568(18) 0.0291(6) Uani 1 1 d . . . C19 C -0.2563(3) 0.1145(3) 0.7708(2) 0.0355(7) Uani 1 1 d . . . C20 C -0.3275(3) 0.2188(3) 0.6873(2) 0.0382(7) Uani 1 1 d . . . C21 C -0.2591(3) 0.2471(2) 0.5995(2) 0.0329(7) Uani 1 1 d . . . C22 C -0.1206(3) 0.1746(2) 0.59776(19) 0.0274(6) Uani 1 1 d . . . C23 C 0.0681(3) 0.2469(2) 0.83572(17) 0.0230(6) Uani 1 1 d . . . C24 C -0.0675(3) 0.3340(2) 0.80601(17) 0.0251(6) Uani 1 1 d . . . C25 C -0.1489(3) 0.4096(2) 0.86003(18) 0.0281(6) Uani 1 1 d . . . C26 C -0.0954(3) 0.3987(2) 0.94968(18) 0.0315(6) Uani 1 1 d . . . C27 C 0.0384(3) 0.3157(2) 0.98282(17) 0.0267(6) Uani 1 1 d . . . C28 C 0.1164(3) 0.2417(2) 0.92680(17) 0.0249(6) Uani 1 1 d . . . C29 C 0.2781(3) 0.0293(2) 0.82749(17) 0.0213(6) Uani 1 1 d . . . C30 C 0.4155(3) -0.0053(2) 0.80039(18) 0.0275(6) Uani 1 1 d . . . C31 C 0.5204(3) -0.1194(3) 0.8536(2) 0.0332(7) Uani 1 1 d . . . C32 C 0.4913(3) -0.2065(2) 0.9378(2) 0.0346(7) Uani 1 1 d . . . C33 C 0.3581(3) -0.1779(2) 0.96876(19) 0.0313(6) Uani 1 1 d . . . C34 C 0.2559(3) -0.0613(2) 0.91489(18) 0.0262(6) Uani 1 1 d . . . F1 F -0.07427(15) -0.15666(13) 0.68829(11) 0.0381(4) Uani 1 1 d . . . F2 F -0.00076(16) -0.40967(13) 0.74400(11) 0.0443(4) Uani 1 1 d . . . F3 F 0.26732(17) -0.57285(13) 0.80021(12) 0.0493(4) Uani 1 1 d . . . F4 F 0.46080(17) -0.47581(14) 0.79877(13) 0.0564(5) Uani 1 1 d . . . F5 F 0.39129(15) -0.22224(13) 0.74299(11) 0.0408(4) Uani 1 1 d . . . F6 F -0.05525(15) -0.06057(13) 0.84942(10) 0.0399(4) Uani 1 1 d . . . F7 F -0.32247(17) 0.08275(15) 0.85642(12) 0.0532(5) Uani 1 1 d . . . F8 F -0.46078(17) 0.29002(15) 0.69084(13) 0.0594(5) Uani 1 1 d . . . F9 F -0.32815(16) 0.34634(14) 0.51567(12) 0.0540(5) Uani 1 1 d . . . F10 F -0.06283(15) 0.20837(13) 0.50750(10) 0.0404(4) Uani 1 1 d . . . F11 F -0.12675(14) 0.34812(12) 0.71880(10) 0.0361(4) Uani 1 1 d . . . F12 F -0.27799(15) 0.49397(13) 0.82605(11) 0.0443(4) Uani 1 1 d . . . F13 F -0.17298(16) 0.46943(14) 1.00515(11) 0.0493(4) Uani 1 1 d . . . F14 F 0.09048(16) 0.30712(13) 1.07011(10) 0.0426(4) Uani 1 1 d . . . F15 F 0.24909(15) 0.16466(12) 0.96184(10) 0.0363(4) Uani 1 1 d . . . F16 F 0.45137(15) 0.07731(14) 0.71995(10) 0.0391(4) Uani 1 1 d . . . F17 F 0.65017(16) -0.14664(15) 0.82208(11) 0.0518(4) Uani 1 1 d . . . F18 F 0.59266(17) -0.31914(14) 0.98862(12) 0.0574(5) Uani 1 1 d . . . F19 F 0.32943(17) -0.26257(13) 1.05060(12) 0.0514(4) Uani 1 1 d . . . F20 F 0.12876(15) -0.03536(13) 0.95169(10) 0.0367(4) Uani 1 1 d . . . B1 B 0.1117(3) -0.0219(3) 0.67002(19) 0.0254(7) Uani 1 1 d . . . B2 B 0.1628(3) 0.1659(2) 0.7697(2) 0.0215(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0183(15) 0.0292(14) 0.0213(14) -0.0058(11) -0.0032(11) -0.0087(11) C2 0.0242(16) 0.0261(13) 0.0210(13) -0.0084(11) -0.0024(11) -0.0088(12) C3 0.0312(18) 0.0374(15) 0.0310(15) -0.0174(13) 0.0033(13) -0.0133(13) C4 0.0305(18) 0.0560(19) 0.0347(17) -0.0273(15) 0.0057(13) -0.0139(15) C5 0.0321(18) 0.0589(19) 0.0193(14) -0.0092(14) 0.0087(12) -0.0264(15) C6 0.0278(17) 0.0411(16) 0.0213(14) -0.0063(13) 0.0011(12) -0.0184(13) C7 0.054(2) 0.0453(18) 0.0275(16) 0.0006(14) 0.0020(14) -0.0290(16) C8 0.058(2) 0.0319(16) 0.0393(18) -0.0001(14) 0.0014(15) -0.0278(16) C9 0.0372(18) 0.0283(15) 0.0300(16) -0.0061(13) 0.0035(13) -0.0170(13) C10 0.0211(15) 0.0236(13) 0.0224(13) -0.0046(11) 0.0006(11) -0.0120(11) C11 0.0287(17) 0.0283(14) 0.0234(13) -0.0131(11) 0.0001(11) -0.0129(13) C12 0.0221(17) 0.0309(15) 0.0274(14) -0.0146(12) 0.0011(12) -0.0088(13) C13 0.0343(18) 0.0325(15) 0.0311(15) -0.0150(12) 0.0038(12) -0.0208(14) C14 0.043(2) 0.0204(14) 0.0320(15) -0.0085(12) -0.0018(13) -0.0139(13) C15 0.0258(18) 0.0279(15) 0.0433(17) -0.0130(13) -0.0075(13) -0.0053(13) C16 0.0306(18) 0.0316(15) 0.0326(15) -0.0143(12) -0.0023(12) -0.0179(13) C17 0.0308(17) 0.0248(14) 0.0233(14) -0.0116(12) 0.0037(12) -0.0151(12) C18 0.0378(19) 0.0290(15) 0.0266(15) -0.0105(13) 0.0017(13) -0.0183(14) C19 0.037(2) 0.0468(18) 0.0410(18) -0.0299(16) 0.0175(15) -0.0248(16) C20 0.0225(18) 0.0382(17) 0.062(2) -0.0284(16) 0.0047(16) -0.0111(15) C21 0.0311(19) 0.0266(15) 0.0414(17) -0.0092(14) -0.0030(15) -0.0126(14) C22 0.0283(18) 0.0312(14) 0.0307(16) -0.0144(13) 0.0049(13) -0.0171(13) C23 0.0249(16) 0.0190(12) 0.0238(14) -0.0070(11) -0.0017(11) -0.0070(11) C24 0.0304(17) 0.0229(13) 0.0236(14) -0.0061(11) -0.0020(12) -0.0128(12) C25 0.0199(16) 0.0212(13) 0.0367(16) -0.0052(12) 0.0021(12) -0.0060(12) C26 0.0349(19) 0.0224(14) 0.0324(16) -0.0139(12) 0.0111(13) -0.0045(13) C27 0.0353(18) 0.0243(13) 0.0206(14) -0.0079(11) 0.0012(12) -0.0114(13) C28 0.0217(16) 0.0177(12) 0.0288(15) -0.0052(11) -0.0012(12) -0.0030(11) C29 0.0243(16) 0.0228(13) 0.0198(13) -0.0105(12) 0.0026(11) -0.0096(12) C30 0.0300(18) 0.0347(15) 0.0212(14) -0.0137(13) 0.0029(12) -0.0127(14) C31 0.0177(17) 0.0460(17) 0.0353(16) -0.0255(15) -0.0004(13) -0.0014(13) C32 0.034(2) 0.0244(15) 0.0352(17) -0.0100(14) -0.0106(14) 0.0011(14) C33 0.038(2) 0.0232(14) 0.0289(15) -0.0047(13) -0.0018(13) -0.0112(13) C34 0.0205(16) 0.0289(15) 0.0311(15) -0.0162(13) 0.0028(12) -0.0068(12) F1 0.0259(10) 0.0348(8) 0.0583(10) -0.0198(8) -0.0014(7) -0.0126(7) F2 0.0406(11) 0.0380(9) 0.0680(11) -0.0246(8) 0.0033(8) -0.0236(8) F3 0.0543(12) 0.0252(8) 0.0676(11) -0.0128(8) -0.0087(9) -0.0150(8) F4 0.0345(11) 0.0349(9) 0.0895(13) -0.0165(9) -0.0203(9) -0.0025(8) F5 0.0301(10) 0.0370(8) 0.0609(10) -0.0185(8) -0.0089(8) -0.0150(7) F6 0.0462(11) 0.0459(9) 0.0289(8) -0.0091(8) 0.0058(7) -0.0234(8) F7 0.0484(12) 0.0734(12) 0.0534(11) -0.0360(9) 0.0250(9) -0.0317(10) F8 0.0307(11) 0.0534(10) 0.0957(14) -0.0361(10) 0.0105(10) -0.0105(9) F9 0.0409(12) 0.0406(9) 0.0657(12) -0.0027(9) -0.0147(9) -0.0109(8) F10 0.0389(11) 0.0462(9) 0.0284(8) -0.0034(7) 0.0008(7) -0.0171(8) F11 0.0307(10) 0.0334(8) 0.0407(9) -0.0134(7) -0.0124(7) -0.0054(7) F12 0.0252(10) 0.0367(9) 0.0577(10) -0.0146(8) -0.0025(8) 0.0009(7) F13 0.0462(11) 0.0465(9) 0.0468(10) -0.0278(8) 0.0114(8) -0.0013(8) F14 0.0497(11) 0.0449(9) 0.0314(8) -0.0221(7) -0.0036(7) -0.0074(8) F15 0.0307(10) 0.0369(8) 0.0365(8) -0.0195(7) -0.0090(7) 0.0002(7) F16 0.0285(10) 0.0571(10) 0.0285(8) -0.0090(8) 0.0094(7) -0.0204(8) F17 0.0201(10) 0.0748(11) 0.0490(10) -0.0286(9) 0.0015(8) -0.0006(8) F18 0.0464(12) 0.0385(9) 0.0579(11) -0.0087(8) -0.0164(9) 0.0100(8) F19 0.0613(13) 0.0321(9) 0.0454(10) 0.0089(8) -0.0047(8) -0.0207(9) F20 0.0314(10) 0.0390(8) 0.0333(9) -0.0049(7) 0.0078(7) -0.0155(7) B1 0.037(2) 0.0291(16) 0.0170(15) -0.0114(13) -0.0017(13) -0.0158(15) B2 0.0229(18) 0.0239(15) 0.0261(16) -0.0084(13) 0.0054(12) -0.0185(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.420(3) . ? C1 C10 1.441(3) . ? C1 C2 1.445(3) . ? C2 C3 1.391(3) . ? C2 B1 1.542(4) . ? C3 C4 1.390(4) . ? C3 H3 0.9500 . ? C4 C5 1.354(3) . ? C4 H4 0.9500 . ? C5 C6 1.410(3) . ? C5 H5 0.9500 . ? C6 C7 1.416(3) . ? C7 C8 1.362(4) . ? C7 H7 0.9500 . ? C8 C9 1.386(3) . ? C8 H8 0.9500 . ? C9 C10 1.396(3) . ? C9 H9 0.9500 . ? C10 B2 1.542(3) . ? C11 C12 1.385(3) . ? C11 C16 1.397(3) . ? C11 B1 1.585(3) . ? C12 F1 1.343(3) . ? C12 C13 1.377(3) . ? C13 F2 1.347(3) . ? C13 C14 1.372(3) . ? C14 F3 1.338(3) . ? C14 C15 1.368(3) . ? C15 F4 1.336(3) . ? C15 C16 1.368(3) . ? C16 F5 1.354(3) . ? C17 C18 1.388(3) . ? C17 C22 1.392(3) . ? C17 B1 1.585(4) . ? C18 F6 1.354(3) . ? C18 C19 1.370(3) . ? C19 F7 1.344(3) . ? C19 C20 1.372(4) . ? C20 F8 1.330(3) . ? C20 C21 1.373(4) . ? C21 F9 1.347(3) . ? C21 C22 1.374(3) . ? C22 F10 1.352(3) . ? C23 C24 1.387(3) . ? C23 C28 1.393(3) . ? C23 B2 1.580(3) . ? C24 F11 1.353(2) . ? C24 C25 1.372(3) . ? C25 F12 1.337(3) . ? C25 C26 1.371(3) . ? C26 F13 1.340(3) . ? C26 C27 1.369(3) . ? C27 F14 1.344(2) . ? C27 C28 1.371(3) . ? C28 F15 1.353(3) . ? C29 C34 1.393(3) . ? C29 C30 1.393(3) . ? C29 B2 1.576(3) . ? C30 F16 1.350(3) . ? C30 C31 1.372(3) . ? C31 F17 1.344(3) . ? C31 C32 1.375(4) . ? C32 F18 1.338(3) . ? C32 C33 1.373(4) . ? C33 F19 1.339(3) . ? C33 C34 1.377(3) . ? C34 F20 1.345(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C10 119.2(2) . . ? C6 C1 C2 118.6(2) . . ? C10 C1 C2 122.2(2) . . ? C3 C2 C1 117.5(2) . . ? C3 C2 B1 114.4(2) . . ? C1 C2 B1 126.1(2) . . ? C4 C3 C2 122.9(2) . . ? C4 C3 H3 118.6 . . ? C2 C3 H3 118.6 . . ? C5 C4 C3 119.5(2) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C4 C5 C6 121.3(2) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C5 C6 C7 120.5(2) . . ? C5 C6 C1 119.7(2) . . ? C7 C6 C1 119.8(2) . . ? C8 C7 C6 120.2(3) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C7 C8 C9 120.2(2) . . ? C7 C8 H8 119.9 . . ? C9 C8 H8 119.9 . . ? C8 C9 C10 123.1(2) . . ? C8 C9 H9 118.5 . . ? C10 C9 H9 118.5 . . ? C9 C10 C1 116.8(2) . . ? C9 C10 B2 114.31(19) . . ? C1 C10 B2 126.4(2) . . ? C12 C11 C16 113.3(2) . . ? C12 C11 B1 122.9(2) . . ? C16 C11 B1 123.4(2) . . ? F1 C12 C13 115.5(2) . . ? F1 C12 C11 120.3(2) . . ? C13 C12 C11 124.1(2) . . ? F2 C13 C14 120.1(2) . . ? F2 C13 C12 120.5(2) . . ? C14 C13 C12 119.3(2) . . ? F3 C14 C15 120.6(2) . . ? F3 C14 C13 119.8(2) . . ? C15 C14 C13 119.5(2) . . ? F4 C15 C14 119.5(2) . . ? F4 C15 C16 121.2(2) . . ? C14 C15 C16 119.3(2) . . ? F5 C16 C15 115.8(2) . . ? F5 C16 C11 119.8(2) . . ? C15 C16 C11 124.4(2) . . ? C18 C17 C22 113.3(2) . . ? C18 C17 B1 124.6(2) . . ? C22 C17 B1 121.7(2) . . ? F6 C18 C19 116.7(2) . . ? F6 C18 C17 118.7(2) . . ? C19 C18 C17 124.6(2) . . ? F7 C19 C18 120.8(3) . . ? F7 C19 C20 119.6(3) . . ? C18 C19 C20 119.6(3) . . ? F8 C20 C19 120.7(3) . . ? F8 C20 C21 120.6(3) . . ? C19 C20 C21 118.7(3) . . ? F9 C21 C20 119.8(3) . . ? F9 C21 C22 120.3(2) . . ? C20 C21 C22 119.9(2) . . ? F10 C22 C21 115.6(2) . . ? F10 C22 C17 120.4(2) . . ? C21 C22 C17 123.9(2) . . ? C24 C23 C28 114.0(2) . . ? C24 C23 B2 123.3(2) . . ? C28 C23 B2 122.6(2) . . ? F11 C24 C25 116.1(2) . . ? F11 C24 C23 119.8(2) . . ? C25 C24 C23 124.0(2) . . ? F12 C25 C26 119.9(2) . . ? F12 C25 C24 121.1(2) . . ? C26 C25 C24 118.9(2) . . ? F13 C26 C27 119.5(2) . . ? F13 C26 C25 120.4(2) . . ? C27 C26 C25 120.1(2) . . ? F14 C27 C26 119.6(2) . . ? F14 C27 C28 121.1(2) . . ? C26 C27 C28 119.3(2) . . ? F15 C28 C27 116.5(2) . . ? F15 C28 C23 119.8(2) . . ? C27 C28 C23 123.6(2) . . ? C34 C29 C30 114.3(2) . . ? C34 C29 B2 123.6(2) . . ? C30 C29 B2 121.8(2) . . ? F16 C30 C31 116.7(2) . . ? F16 C30 C29 119.8(2) . . ? C31 C30 C29 123.4(3) . . ? F17 C31 C30 119.9(3) . . ? F17 C31 C32 120.4(2) . . ? C30 C31 C32 119.7(3) . . ? F18 C32 C33 120.3(3) . . ? F18 C32 C31 119.9(3) . . ? C33 C32 C31 119.8(2) . . ? F19 C33 C32 119.9(2) . . ? F19 C33 C34 121.0(3) . . ? C32 C33 C34 119.0(3) . . ? F20 C34 C33 116.5(2) . . ? F20 C34 C29 119.7(2) . . ? C33 C34 C29 123.8(3) . . ? C2 B1 C17 120.9(2) . . ? C2 B1 C11 119.7(2) . . ? C17 B1 C11 118.1(2) . . ? C10 B2 C29 120.2(2) . . ? C10 B2 C23 120.9(2) . . ? C29 B2 C23 117.9(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.242 _refine_diff_density_min -0.282 _refine_diff_density_rms 0.050 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 724803' _audit_creation_method SHELXL-97 _chemical_name_systematic ; bis(dipentafluorophenylboryl)-naphthalene-dibenzophenoneimine ; _chemical_name_common bis(dipentafluorophenylboryl)-naphthalene-dibenzophenoneimine _chemical_melting_point ? _chemical_formula_moiety '4(C60 H28 B2 F20 N2), C6 H14, 3(C H Cl3)' _chemical_formula_sum 'C249 H129 B8 Cl9 F80 N8' _chemical_formula_weight 5158.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 19.6245(2) _cell_length_b 24.8943(3) _cell_length_c 22.7758(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.977(1) _cell_angle_gamma 90.00 _cell_volume 10990.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used 34641 _cell_measurement_theta_min 2.2973 _cell_measurement_theta_max 28.8164 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.559 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5184 _exptl_absorpt_coefficient_mu 0.243 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.894 _exptl_absorpt_correction_T_max 0.957 _exptl_absorpt_process_details ; CrysAlis Software system, Oxford Diffraction Ltd., Version 1.171.32. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Oxford Diffraction (2007). Oxford Diffraction Ltd., Xcalibur CCD system ; _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 10.4498 _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time 150 _diffrn_standards_decay_% 0 _diffrn_reflns_number 113766 _diffrn_reflns_av_R_equivalents 0.0395 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 25.68 _reflns_number_total 20853 _reflns_number_gt 13444 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro Software, Oxford Diffraction Ltd., Version 1.171.32 ; _computing_cell_refinement ; CrysAlisPro Software, Oxford Diffraction Ltd., Version 1.171.32 ; _computing_data_reduction ; CrysAlisPro Software, Oxford Diffraction Ltd., Version 1.171.32 ; _computing_structure_solution ; SHELXS97. Program for Crystal Structure solution. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. ; _computing_structure_refinement ; SHELXL97. Program for crystal structure refinement. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. ; _computing_molecular_graphics ; ORTEP-3 for Windows, Version 2.01. Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. ; _computing_publication_material ; WinGX -- An integrated system of Windows programs for the solution, refinment and analysis of single crystal X-ray diffraction data, Version 1.80.00. Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838. SHELXL97. Program for crystal structure refinement. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. PLATON for Windows, Version 1.12. Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13. ; _refine_special_details ; Refinement of F\^2\^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F\^2\^, conventional R-factors R are based on F, with F set to zero for negative F\^2\^. The threshold expression of F\^2\^ > 2sigma(F\^2\^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F\^2\^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1255P)^2^+4.4426P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 20853 _refine_ls_number_parameters 1599 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1106 _refine_ls_R_factor_gt 0.0696 _refine_ls_wR_factor_ref 0.2138 _refine_ls_wR_factor_gt 0.1941 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.25775(16) 0.53148(12) 0.30981(14) 0.0223(7) Uani 1 1 d . . . C2 C 0.30052(17) 0.56182(14) 0.35084(16) 0.0302(8) Uani 1 1 d . . . H2 H 0.3251 0.5444 0.3836 0.036 Uiso 1 1 calc R . . C3 C 0.3090(2) 0.61791(15) 0.34587(18) 0.0419(10) Uani 1 1 d . . . H3 H 0.3428 0.6361 0.3716 0.050 Uiso 1 1 calc R . . C4 C 0.2669(2) 0.64464(15) 0.30290(19) 0.0461(10) Uani 1 1 d . . . H4 H 0.2668 0.6820 0.3028 0.055 Uiso 1 1 calc R . . C5 C 0.2229(2) 0.61624(13) 0.25793(16) 0.0348(9) Uani 1 1 d . . . C6 C 0.22674(16) 0.55872(12) 0.25630(14) 0.0235(7) Uani 1 1 d . . . C7 C 0.1758(2) 0.64387(15) 0.21573(19) 0.0442(10) Uani 1 1 d . . . H7 H 0.1724 0.6811 0.2180 0.053 Uiso 1 1 calc R . . C8 C 0.1351(2) 0.61701(15) 0.17169(18) 0.0419(10) Uani 1 1 d . . . H8 H 0.0984 0.6341 0.1483 0.050 Uiso 1 1 calc R . . C9 C 0.14979(18) 0.56230(14) 0.16224(16) 0.0312(8) Uani 1 1 d . . . H9 H 0.1258 0.5451 0.1290 0.037 Uiso 1 1 calc R . . C10 C 0.19828(16) 0.53310(12) 0.20027(14) 0.0236(7) Uani 1 1 d . . . C11 C 0.22291(15) 0.48792(13) 0.40679(14) 0.0222(7) Uani 1 1 d . . . C12 C 0.25551(17) 0.46055(13) 0.45618(14) 0.0266(8) Uani 1 1 d . . . C13 C 0.2512(2) 0.47455(16) 0.51418(16) 0.0394(9) Uani 1 1 d . . . C14 C 0.2126(2) 0.51902(18) 0.52505(17) 0.0478(11) Uani 1 1 d . . . C15 C 0.1796(2) 0.54739(15) 0.47807(17) 0.0404(9) Uani 1 1 d . . . C16 C 0.18506(17) 0.53219(14) 0.42073(15) 0.0281(8) Uani 1 1 d . . . C17 C 0.26691(15) 0.41788(12) 0.32798(13) 0.0188(7) Uani 1 1 d . . . C18 C 0.33869(16) 0.41452(13) 0.33873(15) 0.0270(8) Uani 1 1 d . . . C19 C 0.37552(17) 0.36749(15) 0.33980(18) 0.0376(9) Uani 1 1 d . . . C20 C 0.34098(18) 0.31916(14) 0.32984(16) 0.0323(8) Uani 1 1 d . . . C21 C 0.27078(17) 0.31974(13) 0.31866(14) 0.0254(7) Uani 1 1 d . . . C22 C 0.23598(15) 0.36831(12) 0.31704(13) 0.0195(7) Uani 1 1 d . . . C23 C 0.08877(15) 0.46387(12) 0.31475(14) 0.0214(7) Uani 1 1 d . . . C24 C 0.02933(16) 0.47666(14) 0.26857(14) 0.0267(8) Uani 1 1 d . . . C25 C -0.02161(18) 0.43934(17) 0.25175(17) 0.0403(9) Uani 1 1 d . . . H25 H -0.0196 0.4060 0.2703 0.048 Uiso 1 1 calc R . . C26 C -0.0762(2) 0.4515(2) 0.20692(19) 0.0551(12) Uani 1 1 d . . . H26 H -0.1098 0.4259 0.1944 0.066 Uiso 1 1 calc R . . C27 C -0.0802(2) 0.5015(2) 0.18142(18) 0.0590(14) Uani 1 1 d . . . H27 H -0.1171 0.5100 0.1521 0.071 Uiso 1 1 calc R . . C28 C -0.0303(2) 0.53875(19) 0.19881(19) 0.0504(11) Uani 1 1 d . . . H28 H -0.0334 0.5726 0.1812 0.060 Uiso 1 1 calc R . . C29 C 0.02501(19) 0.52689(15) 0.24223(16) 0.0360(9) Uani 1 1 d . . . H29 H 0.0590 0.5525 0.2537 0.043 Uiso 1 1 calc R . . C30 C 0.07257(15) 0.44505(13) 0.37275(14) 0.0241(7) Uani 1 1 d . . . C31 C 0.10934(16) 0.40659(13) 0.40849(14) 0.0257(7) Uani 1 1 d . . . H31 H 0.1482 0.3910 0.3969 0.031 Uiso 1 1 calc R . . C32 C 0.08854(19) 0.39109(15) 0.46156(16) 0.0368(9) Uani 1 1 d . . . H32 H 0.1135 0.3651 0.4852 0.044 Uiso 1 1 calc R . . C33 C 0.0310(2) 0.41398(18) 0.47946(17) 0.0456(10) Uani 1 1 d . . . H33 H 0.0173 0.4036 0.5150 0.055 Uiso 1 1 calc R . . C34 C -0.00558(19) 0.45209(18) 0.44444(17) 0.0457(10) Uani 1 1 d . . . H34 H -0.0441 0.4678 0.4565 0.055 Uiso 1 1 calc R . . C35 C 0.01424(17) 0.46751(16) 0.39119(16) 0.0356(9) Uani 1 1 d . . . H35 H -0.0115 0.4930 0.3675 0.043 Uiso 1 1 calc R . . C36 C 0.21356(16) 0.42207(12) 0.17429(13) 0.0197(7) Uani 1 1 d . . . C37 C 0.14369(16) 0.40927(13) 0.16338(14) 0.0241(7) Uani 1 1 d . . . C38 C 0.11816(16) 0.35778(14) 0.16174(16) 0.0314(8) Uani 1 1 d . . . C39 C 0.16289(17) 0.31502(13) 0.17076(16) 0.0299(8) Uani 1 1 d . . . C40 C 0.23239(16) 0.32493(13) 0.18103(14) 0.0246(7) Uani 1 1 d . . . C41 C 0.25596(15) 0.37714(12) 0.18309(13) 0.0204(7) Uani 1 1 d . . . C42 C 0.23478(16) 0.50236(13) 0.09754(14) 0.0257(7) Uani 1 1 d . . . C43 C 0.20977(17) 0.47166(14) 0.04779(15) 0.0287(8) Uani 1 1 d . . . C44 C 0.20846(18) 0.48844(16) -0.01018(16) 0.0373(9) Uani 1 1 d . . . C45 C 0.2315(2) 0.53857(17) -0.02110(17) 0.0436(10) Uani 1 1 d . . . C46 C 0.2571(2) 0.57101(15) 0.02606(19) 0.0424(10) Uani 1 1 d . . . C47 C 0.25784(18) 0.55257(14) 0.08321(16) 0.0314(8) Uani 1 1 d . . . C48 C 0.37757(16) 0.49389(13) 0.18405(15) 0.0269(8) Uani 1 1 d . . . C49 C 0.43675(17) 0.50790(15) 0.22895(16) 0.0338(9) Uani 1 1 d . . . C50 C 0.43208(19) 0.54709(15) 0.27171(16) 0.0380(9) Uani 1 1 d . . . H50 H 0.3909 0.5656 0.2715 0.046 Uiso 1 1 calc R . . C51 C 0.4882(2) 0.55871(19) 0.31445(18) 0.0499(11) Uani 1 1 d . . . H51 H 0.4844 0.5847 0.3431 0.060 Uiso 1 1 calc R . . C52 C 0.5481(2) 0.5327(2) 0.3148(2) 0.0655(14) Uani 1 1 d . . . H52 H 0.5856 0.5407 0.3438 0.079 Uiso 1 1 calc R . . C53 C 0.5547(2) 0.4940(3) 0.2720(2) 0.0735(16) Uani 1 1 d . . . H53 H 0.5965 0.4762 0.2727 0.088 Uiso 1 1 calc R . . C54 C 0.4999(2) 0.4816(2) 0.2289(2) 0.0573(12) Uani 1 1 d . . . H54 H 0.5047 0.4561 0.1999 0.069 Uiso 1 1 calc R . . C55 C 0.38939(15) 0.48886(14) 0.12165(15) 0.0288(8) Uani 1 1 d . . . C56 C 0.36711(17) 0.44586(15) 0.08498(16) 0.0340(9) Uani 1 1 d . . . H56 H 0.3452 0.4169 0.0998 0.041 Uiso 1 1 calc R . . C57 C 0.37739(19) 0.44605(18) 0.02659(18) 0.0469(11) Uani 1 1 d . . . H57 H 0.3630 0.4169 0.0022 0.056 Uiso 1 1 calc R . . C58 C 0.40892(19) 0.4892(2) 0.00406(18) 0.0524(12) Uani 1 1 d . . . H58 H 0.4145 0.4896 -0.0358 0.063 Uiso 1 1 calc R . . C59 C 0.4323(2) 0.53184(19) 0.04039(19) 0.0524(11) Uani 1 1 d . . . H59 H 0.4542 0.5607 0.0252 0.063 Uiso 1 1 calc R . . C60 C 0.42320(18) 0.53158(17) 0.09916(17) 0.0429(10) Uani 1 1 d . . . H60 H 0.4397 0.5600 0.1239 0.052 Uiso 1 1 calc R . . B1 B 0.22746(17) 0.47508(14) 0.33612(15) 0.0195(8) Uani 1 1 d . . . B2 B 0.23887(18) 0.48443(14) 0.16834(16) 0.0211(8) Uani 1 1 d . . . N1 N 0.15012(12) 0.47151(10) 0.30171(11) 0.0200(6) Uani 1 1 d . . . H1 H 0.1488 0.4759 0.2641 0.024 Uiso 1 1 calc R . . N2 N 0.31733(13) 0.48945(10) 0.20013(11) 0.0217(6) Uani 1 1 d . . . H2A H 0.3203 0.4891 0.2382 0.026 Uiso 1 1 calc R . . F1 F 0.29318(10) 0.41618(8) 0.45070(8) 0.0366(5) Uani 1 1 d . . . F2 F 0.28487(14) 0.44620(10) 0.55975(9) 0.0576(7) Uani 1 1 d . . . F3 F 0.20771(18) 0.53265(13) 0.58104(10) 0.0875(11) Uani 1 1 d . . . F4 F 0.14112(15) 0.59057(10) 0.48799(11) 0.0651(8) Uani 1 1 d . . . F5 F 0.14935(10) 0.56227(8) 0.37701(8) 0.0356(5) Uani 1 1 d . . . F6 F 0.37612(10) 0.45955(8) 0.35170(11) 0.0469(6) Uani 1 1 d . . . F7 F 0.44479(10) 0.36773(10) 0.35086(14) 0.0675(8) Uani 1 1 d . . . F8 F 0.37614(11) 0.27305(8) 0.33037(11) 0.0502(6) Uani 1 1 d . . . F9 F 0.23618(10) 0.27346(7) 0.30807(9) 0.0349(5) Uani 1 1 d . . . F10 F 0.16658(9) 0.36361(7) 0.30276(8) 0.0287(4) Uani 1 1 d . . . F11 F 0.09707(9) 0.44906(8) 0.15095(10) 0.0368(5) Uani 1 1 d . . . F12 F 0.04978(10) 0.34880(9) 0.15057(12) 0.0568(7) Uani 1 1 d . . . F13 F 0.13910(11) 0.26465(8) 0.17040(11) 0.0493(6) Uani 1 1 d . . . F14 F 0.27690(9) 0.28383(7) 0.19012(9) 0.0324(5) Uani 1 1 d . . . F15 F 0.32531(9) 0.38222(7) 0.19496(9) 0.0311(5) Uani 1 1 d . . . F16 F 0.18776(11) 0.42087(8) 0.05324(8) 0.0402(5) Uani 1 1 d . . . F17 F 0.18663(12) 0.45506(10) -0.05533(9) 0.0530(6) Uani 1 1 d . . . F18 F 0.23131(15) 0.55554(12) -0.07695(10) 0.0703(8) Uani 1 1 d . . . F19 F 0.28283(14) 0.61971(9) 0.01657(11) 0.0619(7) Uani 1 1 d . . . F20 F 0.28673(11) 0.58593(8) 0.12737(9) 0.0405(5) Uani 1 1 d . . . C61 C 0.21638(16) 0.72235(12) 0.68835(15) 0.0244(7) Uani 1 1 d . . . C62 C 0.17380(18) 0.69336(14) 0.64511(16) 0.0334(8) Uani 1 1 d . . . H62 H 0.1538 0.7114 0.6110 0.040 Uiso 1 1 calc R . . C63 C 0.1593(2) 0.63850(15) 0.65003(19) 0.0441(10) Uani 1 1 d . . . H63 H 0.1259 0.6217 0.6227 0.053 Uiso 1 1 calc R . . C64 C 0.1956(2) 0.61046(15) 0.6960(2) 0.0473(11) Uani 1 1 d . . . H64 H 0.1930 0.5732 0.6964 0.057 Uiso 1 1 calc R . . C65 C 0.23682(19) 0.63737(14) 0.74279(16) 0.0348(9) Uani 1 1 d . . . C66 C 0.23926(16) 0.69465(13) 0.74416(14) 0.0251(7) Uani 1 1 d . . . C67 C 0.2768(2) 0.60771(15) 0.7893(2) 0.0481(11) Uani 1 1 d . . . H67 H 0.2774 0.5704 0.7874 0.058 Uiso 1 1 calc R . . C68 C 0.3141(2) 0.63290(15) 0.83635(18) 0.0427(10) Uani 1 1 d . . . H68 H 0.3459 0.6142 0.8634 0.051 Uiso 1 1 calc R . . C69 C 0.30326(17) 0.68815(14) 0.84309(16) 0.0308(8) Uani 1 1 d . . . H69 H 0.3239 0.7044 0.8781 0.037 Uiso 1 1 calc R . . C70 C 0.26385(16) 0.71985(13) 0.80101(15) 0.0242(7) Uani 1 1 d . . . C71 C 0.26163(16) 0.76330(13) 0.59324(14) 0.0255(7) Uani 1 1 d . . . C72 C 0.2957(2) 0.71714(15) 0.57903(16) 0.0399(9) Uani 1 1 d . . . C73 C 0.3036(3) 0.7031(2) 0.5219(2) 0.0680(15) Uani 1 1 d . . . C74 C 0.2761(3) 0.7349(2) 0.47518(19) 0.0727(16) Uani 1 1 d . . . C75 C 0.2406(2) 0.78050(18) 0.48605(17) 0.0471(11) Uani 1 1 d . . . C76 C 0.23548(17) 0.79342(14) 0.54397(15) 0.0304(8) Uani 1 1 d . . . C77 C 0.21929(15) 0.83489(12) 0.66917(13) 0.0193(7) Uani 1 1 d . . . C78 C 0.14853(16) 0.84188(13) 0.65306(14) 0.0248(7) Uani 1 1 d . . . C79 C 0.11548(18) 0.89075(15) 0.64729(15) 0.0329(9) Uani 1 1 d . . . C80 C 0.1538(2) 0.93692(14) 0.65730(15) 0.0353(9) Uani 1 1 d . . . C81 C 0.22338(19) 0.93324(13) 0.67346(15) 0.0313(8) Uani 1 1 d . . . C82 C 0.25425(16) 0.88303(13) 0.68006(14) 0.0232(7) Uani 1 1 d . . . C83 C 0.39409(16) 0.77629(13) 0.69231(15) 0.0258(7) Uani 1 1 d . . . C84 C 0.44884(17) 0.75966(16) 0.74162(16) 0.0353(9) Uani 1 1 d . . . C85 C 0.4428(2) 0.71176(18) 0.77086(18) 0.0492(11) Uani 1 1 d . . . H85 H 0.4040 0.6903 0.7605 0.059 Uiso 1 1 calc R . . C86 C 0.4952(3) 0.6957(2) 0.8160(2) 0.0731(16) Uani 1 1 d . . . H86 H 0.4919 0.6630 0.8351 0.088 Uiso 1 1 calc R . . C87 C 0.5512(2) 0.7277(3) 0.8322(2) 0.084(2) Uani 1 1 d . . . H87 H 0.5856 0.7170 0.8627 0.101 Uiso 1 1 calc R . . C88 C 0.5570(2) 0.7757(3) 0.8034(2) 0.0753(17) Uani 1 1 d . . . H88 H 0.5951 0.7975 0.8151 0.090 Uiso 1 1 calc R . . C89 C 0.50675(19) 0.7918(2) 0.75743(18) 0.0528(12) Uani 1 1 d . . . H89 H 0.5116 0.8237 0.7373 0.063 Uiso 1 1 calc R . . C90 C 0.41683(16) 0.79059(14) 0.63553(15) 0.0275(8) Uani 1 1 d . . . C91 C 0.38787(18) 0.83154(15) 0.59821(15) 0.0326(8) Uani 1 1 d . . . H91 H 0.3519 0.8520 0.6087 0.039 Uiso 1 1 calc R . . C92 C 0.4123(2) 0.84196(16) 0.54572(17) 0.0414(10) Uani 1 1 d . . . H92 H 0.3923 0.8691 0.5208 0.050 Uiso 1 1 calc R . . C93 C 0.4661(2) 0.81241(18) 0.53001(18) 0.0496(11) Uani 1 1 d . . . H93 H 0.4825 0.8197 0.4947 0.060 Uiso 1 1 calc R . . C94 C 0.4954(2) 0.77197(18) 0.56705(18) 0.0485(11) Uani 1 1 d . . . H94 H 0.5314 0.7516 0.5565 0.058 Uiso 1 1 calc R . . C95 C 0.47168(18) 0.76181(16) 0.61920(17) 0.0387(9) Uani 1 1 d . . . H95 H 0.4926 0.7351 0.6443 0.046 Uiso 1 1 calc R . . C96 C 0.26853(15) 0.83242(12) 0.82384(13) 0.0192(7) Uani 1 1 d . . . C97 C 0.33945(16) 0.83688(13) 0.84145(14) 0.0252(7) Uani 1 1 d . . . C98 C 0.37544(16) 0.88501(15) 0.84511(15) 0.0313(8) Uani 1 1 d . . . C99 C 0.34003(17) 0.93209(13) 0.83190(15) 0.0293(8) Uani 1 1 d . . . C100 C 0.27013(17) 0.93028(13) 0.81477(14) 0.0247(7) Uani 1 1 d . . . C101 C 0.23692(15) 0.88136(12) 0.81008(13) 0.0194(7) Uani 1 1 d . . . C102 C 0.21940(16) 0.75907(13) 0.89698(14) 0.0250(7) Uani 1 1 d . . . C103 C 0.17874(17) 0.71504(14) 0.90725(15) 0.0308(8) Uani 1 1 d . . . C104 C 0.16738(19) 0.69961(15) 0.96304(18) 0.0397(9) Uani 1 1 d . . . C105 C 0.1979(2) 0.72748(18) 1.01232(16) 0.0433(10) Uani 1 1 d . . . C106 C 0.23851(19) 0.77043(16) 1.00479(16) 0.0372(9) Uani 1 1 d . . . C107 C 0.24812(16) 0.78533(14) 0.94855(15) 0.0282(8) Uani 1 1 d . . . C108 C 0.09033(15) 0.78372(12) 0.79940(14) 0.0205(7) Uani 1 1 d . . . C109 C 0.07040(15) 0.80257(13) 0.85591(14) 0.0234(7) Uani 1 1 d . . . C110 C 0.00992(17) 0.78104(15) 0.87163(16) 0.0339(8) Uani 1 1 d . . . H110 H -0.0151 0.7557 0.8471 0.041 Uiso 1 1 calc R . . C111 C -0.01287(19) 0.79702(17) 0.92309(17) 0.0443(10) Uani 1 1 d . . . H111 H -0.0530 0.7823 0.9334 0.053 Uiso 1 1 calc R . . C112 C 0.0238(2) 0.83487(17) 0.95944(17) 0.0441(10) Uani 1 1 d . . . H112 H 0.0081 0.8459 0.9940 0.053 Uiso 1 1 calc R . . C113 C 0.08365(18) 0.85647(15) 0.94459(15) 0.0317(8) Uani 1 1 d . . . H113 H 0.1084 0.8819 0.9692 0.038 Uiso 1 1 calc R . . C114 C 0.10651(16) 0.84030(13) 0.89335(14) 0.0253(7) Uani 1 1 d . . . H114 H 0.1469 0.8549 0.8836 0.030 Uiso 1 1 calc R . . C115 C 0.03388(16) 0.76979(14) 0.75022(15) 0.0269(8) Uani 1 1 d . . . C116 C 0.03724(18) 0.72186(14) 0.71941(16) 0.0348(9) Uani 1 1 d . . . H116 H 0.0746 0.6989 0.7294 0.042 Uiso 1 1 calc R . . C117 C -0.0149(2) 0.70862(18) 0.67404(17) 0.0481(11) Uani 1 1 d . . . H117 H -0.0127 0.6766 0.6534 0.058 Uiso 1 1 calc R . . C118 C -0.0705(2) 0.7426(2) 0.65904(19) 0.0583(13) Uani 1 1 d . . . H118 H -0.1057 0.7334 0.6285 0.070 Uiso 1 1 calc R . . C119 C -0.0740(2) 0.7899(2) 0.6891(2) 0.0565(12) Uani 1 1 d . . . H119 H -0.1113 0.8129 0.6785 0.068 Uiso 1 1 calc R . . C120 C -0.02220(18) 0.80378(17) 0.73527(17) 0.0413(10) Uani 1 1 d . . . H120 H -0.0250 0.8356 0.7561 0.050 Uiso 1 1 calc R . . B3 B 0.25496(17) 0.77599(14) 0.66354(16) 0.0204(8) Uani 1 1 d . . . B4 B 0.22891(18) 0.77410(14) 0.82764(16) 0.0198(8) Uani 1 1 d . . . N3 N 0.33066(12) 0.77472(10) 0.70185(11) 0.0211(6) Uani 1 1 d . . . H3A H 0.3287 0.7723 0.7392 0.025 Uiso 1 1 calc R . . N4 N 0.15326(12) 0.77720(10) 0.78943(11) 0.0195(6) Uani 1 1 d . . . H4A H 0.1546 0.7735 0.7521 0.023 Uiso 1 1 calc R . . F21 F 0.32562(12) 0.68426(9) 0.62290(10) 0.0501(6) Uani 1 1 d . . . F22 F 0.3391(2) 0.65886(14) 0.51187(14) 0.1233(16) Uani 1 1 d . . . F23 F 0.2837(2) 0.72195(16) 0.41967(12) 0.1283(17) Uani 1 1 d . . . F24 F 0.21278(14) 0.81200(11) 0.44102(9) 0.0645(8) Uani 1 1 d . . . F25 F 0.20330(11) 0.84064(9) 0.54911(8) 0.0413(5) Uani 1 1 d . . . F26 F 0.10807(9) 0.79871(8) 0.63806(9) 0.0359(5) Uani 1 1 d . . . F27 F 0.04697(11) 0.89299(10) 0.63068(11) 0.0561(7) Uani 1 1 d . . . F28 F 0.12272(13) 0.98535(9) 0.65155(10) 0.0556(7) Uani 1 1 d . . . F29 F 0.26136(12) 0.97781(8) 0.68381(10) 0.0460(6) Uani 1 1 d . . . F30 F 0.32337(9) 0.88396(7) 0.69816(8) 0.0306(5) Uani 1 1 d . . . F31 F 0.37696(9) 0.79273(8) 0.85859(9) 0.0373(5) Uani 1 1 d . . . F32 F 0.44391(10) 0.88594(9) 0.86273(10) 0.0479(6) Uani 1 1 d . . . F33 F 0.37373(11) 0.97901(8) 0.83503(11) 0.0478(6) Uani 1 1 d . . . F34 F 0.23446(10) 0.97597(7) 0.80219(9) 0.0350(5) Uani 1 1 d . . . F35 F 0.16803(8) 0.88465(7) 0.79038(8) 0.0240(4) Uani 1 1 d . . . F36 F 0.14725(10) 0.68559(8) 0.86132(9) 0.0392(5) Uani 1 1 d . . . F37 F 0.12725(13) 0.65680(10) 0.96943(11) 0.0632(7) Uani 1 1 d . . . F38 F 0.18770(15) 0.71239(12) 1.06695(11) 0.0721(8) Uani 1 1 d . . . F39 F 0.26904(13) 0.79826(10) 1.05259(9) 0.0549(7) Uani 1 1 d . . . F40 F 0.28658(10) 0.83005(8) 0.94645(8) 0.0387(5) Uani 1 1 d . . . C121 C 0.5167(8) 0.2739(7) 0.0343(7) 0.072(2) Uani 0.335(7) 1 d P A 1 H121 H 0.5287 0.2700 0.0775 0.086 Uiso 0.335(7) 1 calc PR A 1 C122 C 0.5076(4) 0.2813(3) -0.0203(3) 0.072(2) Uani 0.665(7) 1 d P A 2 H122 H 0.4961 0.2852 -0.0635 0.086 Uiso 0.665(7) 1 calc PR A 2 Cl1 Cl 0.46636(18) 0.22145(9) 0.00265(13) 0.1812(13) Uani 1 1 d . . . Cl2 Cl 0.59241(10) 0.27931(14) -0.00150(9) 0.1723(13) Uani 1 1 d . . . Cl3 Cl 0.46917(9) 0.33370(7) 0.01425(8) 0.1032(6) Uani 1 1 d . . . C123 C 0.5145(4) 1.0116(4) 0.5176(4) 0.052(2) Uani 0.50 1 d P . . H123 H 0.5589 1.0220 0.5408 0.063 Uiso 0.50 1 calc PR . . Cl4 Cl 0.49462(18) 0.94831(13) 0.54218(15) 0.0866(9) Uani 0.50 1 d P . . Cl5 Cl 0.52615(16) 1.00926(16) 0.44360(12) 0.0875(9) Uani 0.50 1 d P . . Cl6 Cl 0.45590(15) 1.05900(12) 0.53086(17) 0.0909(10) Uani 0.50 1 d P . . C124 C 0.5885(6) 0.4329(5) 0.4177(5) 0.250(4) Uiso 1 1 d D . . H12A H 0.6359 0.4223 0.4204 0.376 Uiso 1 1 calc R . . H12B H 0.5764 0.4561 0.3840 0.376 Uiso 1 1 calc R . . H12C H 0.5596 0.4015 0.4131 0.376 Uiso 1 1 calc R . . C125 C 0.5781(4) 0.4629(5) 0.4747(5) 0.250(4) Uiso 1 1 d D . . H12D H 0.6081 0.4940 0.4795 0.300 Uiso 1 1 calc R . . H12E H 0.5914 0.4395 0.5086 0.300 Uiso 1 1 calc R . . C126 C 0.5028(3) 0.4812(6) 0.4735(5) 0.250(4) Uiso 1 1 d D . . H12F H 0.4736 0.4500 0.4755 0.300 Uiso 1 1 calc R . . H12G H 0.4869 0.4999 0.4366 0.300 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0229(16) 0.0174(16) 0.0281(18) -0.0036(14) 0.0087(14) 0.0022(13) C2 0.0317(19) 0.0260(19) 0.034(2) -0.0099(16) 0.0076(15) -0.0038(15) C3 0.050(2) 0.026(2) 0.051(2) -0.0188(19) 0.013(2) -0.0145(18) C4 0.068(3) 0.0178(19) 0.055(3) -0.0079(19) 0.020(2) -0.0042(19) C5 0.049(2) 0.0162(17) 0.043(2) 0.0007(16) 0.0179(18) 0.0038(16) C6 0.0272(17) 0.0161(16) 0.0298(18) -0.0007(14) 0.0125(14) 0.0000(13) C7 0.061(3) 0.0183(19) 0.058(3) 0.0079(19) 0.024(2) 0.0098(18) C8 0.045(2) 0.032(2) 0.052(3) 0.0220(19) 0.017(2) 0.0177(18) C9 0.0328(19) 0.0267(19) 0.036(2) 0.0091(16) 0.0100(16) 0.0049(15) C10 0.0236(17) 0.0199(17) 0.0290(18) 0.0050(14) 0.0092(14) -0.0009(13) C11 0.0195(16) 0.0245(17) 0.0228(17) -0.0027(14) 0.0035(13) -0.0006(13) C12 0.0252(17) 0.0289(19) 0.0250(18) -0.0026(15) 0.0013(14) 0.0041(15) C13 0.049(2) 0.045(2) 0.0222(19) -0.0002(17) -0.0014(17) 0.0065(19) C14 0.066(3) 0.055(3) 0.024(2) -0.0103(19) 0.0096(19) 0.017(2) C15 0.049(2) 0.036(2) 0.038(2) -0.0091(18) 0.0133(18) 0.0144(18) C16 0.0279(18) 0.0286(19) 0.0280(19) -0.0032(15) 0.0048(15) 0.0034(15) C17 0.0200(16) 0.0205(16) 0.0162(15) -0.0003(13) 0.0042(12) 0.0019(13) C18 0.0216(17) 0.0238(18) 0.0349(19) -0.0025(15) 0.0022(14) -0.0026(14) C19 0.0172(17) 0.037(2) 0.057(2) -0.0012(19) 0.0017(16) 0.0075(15) C20 0.0305(19) 0.0242(19) 0.041(2) -0.0016(16) 0.0023(16) 0.0109(15) C21 0.0325(19) 0.0209(18) 0.0234(17) -0.0008(14) 0.0063(14) 0.0004(14) C22 0.0186(16) 0.0233(17) 0.0167(15) 0.0014(13) 0.0031(12) 0.0029(13) C23 0.0213(16) 0.0174(16) 0.0246(17) -0.0009(13) 0.0008(13) 0.0047(13) C24 0.0197(16) 0.035(2) 0.0246(18) 0.0062(15) 0.0014(13) 0.0057(14) C25 0.0273(19) 0.055(3) 0.037(2) 0.0095(19) -0.0005(16) -0.0035(18) C26 0.025(2) 0.092(4) 0.044(2) 0.000(3) -0.0063(18) -0.012(2) C27 0.033(2) 0.106(4) 0.035(2) 0.022(3) -0.0053(18) 0.019(3) C28 0.041(2) 0.060(3) 0.049(3) 0.024(2) 0.004(2) 0.023(2) C29 0.033(2) 0.035(2) 0.039(2) 0.0130(17) 0.0041(16) 0.0115(16) C30 0.0167(16) 0.0284(18) 0.0263(18) 0.0005(14) 0.0009(13) -0.0003(13) C31 0.0212(16) 0.0297(19) 0.0247(18) -0.0009(15) -0.0008(14) 0.0016(14) C32 0.036(2) 0.040(2) 0.032(2) 0.0127(17) -0.0013(16) 0.0007(17) C33 0.039(2) 0.071(3) 0.029(2) 0.007(2) 0.0116(18) -0.005(2) C34 0.028(2) 0.073(3) 0.039(2) -0.001(2) 0.0124(17) 0.011(2) C35 0.0251(18) 0.049(2) 0.033(2) 0.0074(18) 0.0064(15) 0.0107(16) C36 0.0230(16) 0.0207(16) 0.0153(15) -0.0011(13) 0.0028(12) -0.0028(13) C37 0.0216(16) 0.0218(17) 0.0276(18) 0.0010(14) -0.0006(14) -0.0003(14) C38 0.0178(17) 0.033(2) 0.042(2) -0.0034(17) 0.0006(15) -0.0076(15) C39 0.0304(19) 0.0190(18) 0.039(2) 0.0001(15) 0.0008(15) -0.0102(15) C40 0.0284(18) 0.0216(18) 0.0232(17) -0.0002(14) 0.0021(14) 0.0027(14) C41 0.0180(16) 0.0237(17) 0.0189(16) 0.0013(13) 0.0012(12) -0.0023(13) C42 0.0252(17) 0.0255(18) 0.0273(18) 0.0039(15) 0.0072(14) 0.0032(14) C43 0.0270(18) 0.032(2) 0.0264(19) 0.0036(15) 0.0027(14) 0.0002(15) C44 0.031(2) 0.051(2) 0.029(2) 0.0036(18) 0.0028(16) 0.0042(18) C45 0.044(2) 0.056(3) 0.032(2) 0.019(2) 0.0113(18) 0.009(2) C46 0.046(2) 0.033(2) 0.052(3) 0.021(2) 0.020(2) 0.0045(18) C47 0.0318(19) 0.0271(19) 0.037(2) 0.0034(16) 0.0118(16) -0.0010(15) C48 0.0247(17) 0.0239(18) 0.0343(19) -0.0075(15) 0.0118(15) -0.0070(14) C49 0.0264(18) 0.043(2) 0.034(2) -0.0083(17) 0.0103(15) -0.0145(16) C50 0.036(2) 0.041(2) 0.038(2) -0.0064(18) 0.0093(17) -0.0191(17) C51 0.048(3) 0.062(3) 0.040(2) -0.013(2) 0.009(2) -0.033(2) C52 0.043(3) 0.099(4) 0.050(3) -0.008(3) -0.005(2) -0.031(3) C53 0.025(2) 0.127(5) 0.066(3) -0.020(3) -0.001(2) -0.003(3) C54 0.030(2) 0.084(4) 0.059(3) -0.019(3) 0.010(2) -0.004(2) C55 0.0148(15) 0.042(2) 0.0318(19) -0.0093(16) 0.0088(14) -0.0064(15) C56 0.0238(18) 0.041(2) 0.038(2) -0.0132(17) 0.0067(15) -0.0021(16) C57 0.032(2) 0.063(3) 0.047(3) -0.025(2) 0.0084(18) 0.000(2) C58 0.034(2) 0.090(4) 0.035(2) -0.013(2) 0.0129(18) -0.003(2) C59 0.041(2) 0.072(3) 0.048(3) -0.002(2) 0.022(2) -0.018(2) C60 0.031(2) 0.058(3) 0.043(2) -0.016(2) 0.0172(17) -0.0181(18) B1 0.0178(17) 0.0200(18) 0.0199(18) -0.0011(15) 0.0001(14) 0.0003(14) B2 0.0237(18) 0.0167(18) 0.0234(19) 0.0020(15) 0.0047(15) -0.0015(15) N1 0.0210(14) 0.0192(14) 0.0191(13) -0.0009(11) 0.0010(11) 0.0023(11) N2 0.0251(14) 0.0184(14) 0.0221(14) -0.0029(11) 0.0054(11) -0.0051(11) F1 0.0438(12) 0.0362(12) 0.0277(11) 0.0024(9) -0.0012(9) 0.0144(10) F2 0.0808(18) 0.0667(17) 0.0217(11) 0.0035(11) -0.0027(11) 0.0241(14) F3 0.144(3) 0.097(2) 0.0236(13) -0.0108(13) 0.0188(15) 0.052(2) F4 0.092(2) 0.0614(17) 0.0461(14) -0.0116(12) 0.0237(13) 0.0398(15) F5 0.0408(12) 0.0345(11) 0.0318(11) 0.0005(9) 0.0063(9) 0.0177(9) F6 0.0203(10) 0.0290(12) 0.0892(18) -0.0057(11) 0.0015(11) -0.0042(9) F7 0.0191(11) 0.0459(15) 0.134(2) -0.0081(15) 0.0017(13) 0.0094(10) F8 0.0385(12) 0.0278(12) 0.0824(18) -0.0050(11) 0.0041(12) 0.0159(10) F9 0.0393(11) 0.0171(10) 0.0479(13) -0.0047(9) 0.0057(10) -0.0013(8) F10 0.0199(9) 0.0225(10) 0.0423(11) -0.0042(8) 0.0011(8) 0.0007(8) F11 0.0188(10) 0.0295(11) 0.0595(14) -0.0002(10) -0.0023(9) 0.0036(8) F12 0.0205(11) 0.0385(13) 0.108(2) -0.0063(13) -0.0007(12) -0.0101(9) F13 0.0399(12) 0.0211(11) 0.0863(18) -0.0008(11) 0.0079(12) -0.0138(9) F14 0.0339(11) 0.0195(10) 0.0433(12) 0.0006(9) 0.0042(9) 0.0053(8) F15 0.0168(9) 0.0256(10) 0.0497(12) -0.0014(9) 0.0019(8) -0.0001(8) F16 0.0571(14) 0.0371(12) 0.0236(10) -0.0014(9) -0.0023(9) -0.0158(10) F17 0.0624(15) 0.0713(17) 0.0229(11) 0.0009(11) -0.0013(10) -0.0051(13) F18 0.087(2) 0.089(2) 0.0353(14) 0.0316(14) 0.0132(13) -0.0053(16) F19 0.0815(18) 0.0422(14) 0.0675(17) 0.0275(12) 0.0287(14) -0.0050(13) F20 0.0509(13) 0.0269(11) 0.0476(13) 0.0017(10) 0.0196(11) -0.0088(10) C61 0.0249(17) 0.0171(17) 0.0312(19) -0.0058(14) 0.0040(14) 0.0029(13) C62 0.037(2) 0.030(2) 0.034(2) -0.0107(16) 0.0065(16) -0.0015(16) C63 0.047(2) 0.031(2) 0.056(3) -0.025(2) 0.012(2) -0.0140(18) C64 0.067(3) 0.0160(19) 0.063(3) -0.0131(19) 0.023(2) -0.0110(19) C65 0.047(2) 0.0169(18) 0.045(2) -0.0011(16) 0.0190(18) -0.0007(16) C66 0.0280(17) 0.0168(17) 0.0323(19) 0.0000(14) 0.0103(15) -0.0005(13) C67 0.071(3) 0.0133(18) 0.065(3) 0.0113(19) 0.027(2) 0.0059(19) C68 0.051(2) 0.028(2) 0.050(3) 0.0171(19) 0.013(2) 0.0116(18) C69 0.0316(19) 0.0262(19) 0.035(2) 0.0085(16) 0.0068(16) 0.0042(15) C70 0.0231(16) 0.0207(17) 0.0295(18) 0.0048(14) 0.0061(14) -0.0015(13) C71 0.0220(16) 0.0292(19) 0.0255(18) -0.0050(15) 0.0039(14) 0.0004(14) C72 0.054(2) 0.036(2) 0.031(2) -0.0057(17) 0.0098(18) 0.0132(19) C73 0.098(4) 0.062(3) 0.047(3) -0.017(2) 0.021(3) 0.037(3) C74 0.114(4) 0.081(4) 0.024(2) -0.014(2) 0.016(3) 0.036(3) C75 0.059(3) 0.058(3) 0.024(2) -0.0016(19) 0.0055(18) 0.011(2) C76 0.0307(19) 0.036(2) 0.0245(18) -0.0050(16) 0.0041(15) 0.0069(16) C77 0.0218(16) 0.0212(17) 0.0153(15) -0.0010(13) 0.0035(12) 0.0006(13) C78 0.0255(17) 0.0285(19) 0.0205(17) -0.0002(14) 0.0041(13) 0.0038(15) C79 0.0293(19) 0.044(2) 0.0261(19) 0.0029(16) 0.0054(15) 0.0185(17) C80 0.053(2) 0.026(2) 0.0283(19) 0.0042(16) 0.0121(17) 0.0228(18) C81 0.049(2) 0.0205(18) 0.0274(19) -0.0006(15) 0.0150(16) 0.0030(16) C82 0.0251(17) 0.0272(18) 0.0185(16) -0.0034(14) 0.0071(13) 0.0022(14) C83 0.0226(17) 0.0261(18) 0.0289(19) 0.0016(14) 0.0049(14) 0.0050(14) C84 0.0228(18) 0.056(3) 0.0284(19) 0.0105(18) 0.0070(15) 0.0126(17) C85 0.037(2) 0.061(3) 0.050(3) 0.023(2) 0.0083(19) 0.022(2) C86 0.050(3) 0.101(4) 0.067(3) 0.049(3) 0.006(2) 0.029(3) C87 0.034(3) 0.159(6) 0.057(3) 0.044(4) 0.001(2) 0.029(3) C88 0.034(2) 0.139(5) 0.050(3) 0.020(3) -0.003(2) -0.007(3) C89 0.024(2) 0.093(4) 0.041(2) 0.010(2) 0.0015(17) -0.007(2) C90 0.0174(16) 0.038(2) 0.0275(18) 0.0035(16) 0.0054(14) 0.0042(14) C91 0.0302(19) 0.036(2) 0.032(2) 0.0032(16) 0.0089(16) 0.0050(16) C92 0.045(2) 0.047(2) 0.034(2) 0.0139(18) 0.0113(18) 0.0099(19) C93 0.050(3) 0.067(3) 0.036(2) 0.010(2) 0.0213(19) 0.007(2) C94 0.035(2) 0.069(3) 0.045(2) 0.006(2) 0.0167(19) 0.018(2) C95 0.032(2) 0.048(2) 0.037(2) 0.0076(18) 0.0082(17) 0.0140(17) C96 0.0214(16) 0.0223(17) 0.0138(15) -0.0013(13) 0.0024(12) -0.0060(13) C97 0.0236(17) 0.0255(18) 0.0258(18) 0.0005(14) 0.0018(14) 0.0032(14) C98 0.0201(17) 0.042(2) 0.0307(19) -0.0020(16) -0.0002(14) -0.0089(16) C99 0.0300(19) 0.0220(18) 0.035(2) -0.0041(15) 0.0008(15) -0.0127(15) C100 0.0324(19) 0.0197(17) 0.0218(17) 0.0006(14) 0.0034(14) -0.0024(14) C101 0.0194(16) 0.0232(17) 0.0148(15) -0.0007(13) 0.0004(12) -0.0024(13) C102 0.0226(16) 0.0240(18) 0.0285(18) 0.0042(14) 0.0045(14) 0.0017(14) C103 0.0301(18) 0.0288(19) 0.033(2) 0.0032(16) 0.0018(15) -0.0015(15) C104 0.040(2) 0.036(2) 0.047(2) 0.0191(19) 0.0185(18) 0.0014(17) C105 0.048(2) 0.059(3) 0.025(2) 0.0116(19) 0.0120(18) 0.009(2) C106 0.037(2) 0.050(2) 0.024(2) 0.0038(17) 0.0012(16) 0.0106(18) C107 0.0249(17) 0.034(2) 0.0252(18) 0.0026(15) 0.0003(14) 0.0043(15) C108 0.0211(16) 0.0147(16) 0.0254(17) 0.0025(13) 0.0026(13) -0.0061(13) C109 0.0176(16) 0.0255(18) 0.0270(18) 0.0017(14) 0.0028(13) -0.0023(13) C110 0.0263(18) 0.038(2) 0.038(2) -0.0043(17) 0.0068(16) -0.0097(16) C111 0.033(2) 0.060(3) 0.044(2) -0.004(2) 0.0190(18) -0.0145(19) C112 0.042(2) 0.063(3) 0.031(2) -0.006(2) 0.0155(18) -0.001(2) C113 0.0329(19) 0.036(2) 0.0252(19) -0.0037(16) 0.0028(15) -0.0014(16) C114 0.0216(16) 0.0272(18) 0.0269(18) 0.0024(14) 0.0032(14) -0.0017(14) C115 0.0228(17) 0.0318(19) 0.0252(18) 0.0007(15) 0.0011(14) -0.0093(14) C116 0.0322(19) 0.032(2) 0.040(2) -0.0044(17) 0.0042(16) -0.0143(16) C117 0.047(3) 0.057(3) 0.036(2) -0.007(2) -0.0058(19) -0.025(2) C118 0.044(3) 0.086(4) 0.039(2) -0.003(2) -0.016(2) -0.036(3) C119 0.030(2) 0.081(4) 0.053(3) 0.010(3) -0.011(2) -0.001(2) C120 0.028(2) 0.053(3) 0.041(2) -0.0026(19) -0.0017(17) 0.0014(18) B3 0.0190(18) 0.0212(19) 0.0199(19) -0.0014(15) -0.0003(14) 0.0035(15) B4 0.0196(17) 0.0187(18) 0.0202(18) -0.0007(15) 0.0001(14) -0.0026(14) N3 0.0223(14) 0.0212(14) 0.0201(14) -0.0003(11) 0.0045(11) 0.0040(11) N4 0.0217(14) 0.0181(13) 0.0181(13) -0.0006(11) 0.0013(11) -0.0057(11) F21 0.0676(16) 0.0420(13) 0.0419(13) -0.0045(11) 0.0124(11) 0.0278(12) F22 0.213(4) 0.099(3) 0.061(2) -0.0203(18) 0.034(2) 0.098(3) F23 0.228(5) 0.130(3) 0.0302(16) -0.0153(17) 0.029(2) 0.093(3) F24 0.0906(19) 0.0817(19) 0.0207(12) 0.0058(12) 0.0066(12) 0.0264(16) F25 0.0546(13) 0.0456(13) 0.0240(11) 0.0046(9) 0.0073(9) 0.0199(11) F26 0.0209(10) 0.0398(12) 0.0441(12) -0.0003(10) -0.0041(9) -0.0022(9) F27 0.0295(12) 0.0732(17) 0.0622(15) 0.0010(13) -0.0040(11) 0.0294(11) F28 0.0774(17) 0.0373(13) 0.0535(15) 0.0032(11) 0.0148(13) 0.0357(12) F29 0.0687(15) 0.0174(11) 0.0571(14) -0.0073(10) 0.0260(12) -0.0042(10) F30 0.0244(10) 0.0272(10) 0.0409(12) -0.0075(9) 0.0069(8) -0.0047(8) F31 0.0248(10) 0.0342(12) 0.0495(13) 0.0051(10) -0.0044(9) 0.0038(9) F32 0.0174(10) 0.0576(15) 0.0650(15) -0.0033(12) -0.0054(10) -0.0124(10) F33 0.0408(12) 0.0311(12) 0.0693(16) -0.0049(11) 0.0012(11) -0.0211(10) F34 0.0433(12) 0.0169(10) 0.0436(12) -0.0023(9) 0.0035(10) -0.0029(9) F35 0.0186(9) 0.0227(10) 0.0295(10) 0.0006(8) 0.0005(8) -0.0020(7) F36 0.0434(12) 0.0309(11) 0.0432(12) 0.0052(10) 0.0066(10) -0.0131(9) F37 0.0685(17) 0.0614(17) 0.0638(17) 0.0236(13) 0.0235(13) -0.0203(13) F38 0.088(2) 0.098(2) 0.0361(14) 0.0250(14) 0.0279(13) -0.0047(17) F39 0.0691(16) 0.0731(17) 0.0205(11) -0.0035(11) 0.0008(11) 0.0049(13) F40 0.0456(12) 0.0414(12) 0.0263(11) -0.0041(9) -0.0028(9) -0.0129(10) C121 0.074(4) 0.085(5) 0.049(4) -0.004(4) -0.014(3) 0.031(4) C122 0.074(4) 0.085(5) 0.049(4) -0.004(4) -0.014(3) 0.031(4) Cl1 0.272(4) 0.0898(15) 0.161(2) -0.0117(15) -0.032(2) 0.0130(18) Cl2 0.0839(12) 0.334(4) 0.0897(13) -0.0569(17) -0.0165(10) 0.0799(18) Cl3 0.1067(12) 0.0813(11) 0.1261(14) 0.0121(10) 0.0320(11) 0.0415(9) C123 0.033(5) 0.065(6) 0.057(6) -0.009(5) 0.000(4) -0.023(4) Cl4 0.114(3) 0.0583(18) 0.088(2) 0.0113(16) 0.0176(18) -0.0026(17) Cl5 0.088(2) 0.119(3) 0.0571(17) -0.0063(17) 0.0187(14) -0.035(2) Cl6 0.0709(18) 0.0666(18) 0.141(3) 0.0016(18) 0.0360(18) 0.0079(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.380(5) . ? C1 C6 1.444(4) . ? C1 B1 1.672(5) . ? C2 C3 1.413(5) . ? C2 H2 0.9300 . ? C3 C4 1.353(6) . ? C3 H3 0.9300 . ? C4 C5 1.421(5) . ? C4 H4 0.9300 . ? C5 C7 1.405(5) . ? C5 C6 1.435(5) . ? C6 C10 1.458(5) . ? C7 C8 1.356(6) . ? C7 H7 0.9300 . ? C8 C9 1.416(5) . ? C8 H8 0.9300 . ? C9 C10 1.388(5) . ? C9 H9 0.9300 . ? C10 B2 1.677(5) . ? C11 C12 1.384(4) . ? C11 C16 1.393(4) . ? C11 B1 1.657(5) . ? C12 F1 1.346(4) . ? C12 C13 1.381(5) . ? C13 F2 1.341(4) . ? C13 C14 1.386(5) . ? C14 F3 1.337(4) . ? C14 C15 1.359(6) . ? C15 F4 1.353(4) . ? C15 C16 1.380(5) . ? C16 F5 1.351(4) . ? C17 C22 1.381(4) . ? C17 C18 1.394(4) . ? C17 B1 1.645(4) . ? C18 F6 1.347(4) . ? C18 C19 1.374(5) . ? C19 F7 1.343(4) . ? C19 C20 1.382(5) . ? C20 F8 1.338(4) . ? C20 C21 1.361(5) . ? C21 F9 1.340(4) . ? C21 C22 1.387(4) . ? C22 F10 1.355(3) . ? C23 N1 1.298(4) . ? C23 C24 1.478(4) . ? C23 C30 1.482(5) . ? C24 C25 1.375(5) . ? C24 C29 1.384(5) . ? C25 C26 1.394(5) . ? C25 H25 0.9300 . ? C26 C27 1.369(7) . ? C26 H26 0.9300 . ? C27 C28 1.363(7) . ? C27 H27 0.9300 . ? C28 C29 1.381(5) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 C31 1.384(5) . ? C30 C35 1.396(5) . ? C31 C32 1.390(5) . ? C31 H31 0.9300 . ? C32 C33 1.381(5) . ? C32 H32 0.9300 . ? C33 C34 1.369(6) . ? C33 H33 0.9300 . ? C34 C35 1.384(5) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C36 C41 1.390(4) . ? C36 C37 1.392(4) . ? C36 B2 1.642(5) . ? C37 F11 1.348(4) . ? C37 C38 1.375(5) . ? C38 F12 1.345(4) . ? C38 C39 1.375(5) . ? C39 F13 1.338(4) . ? C39 C40 1.370(5) . ? C40 F14 1.340(4) . ? C40 C41 1.378(4) . ? C41 F15 1.351(3) . ? C42 C47 1.385(5) . ? C42 C43 1.391(5) . ? C42 B2 1.663(5) . ? C43 F16 1.348(4) . ? C43 C44 1.381(5) . ? C44 F17 1.339(4) . ? C44 C45 1.363(6) . ? C45 F18 1.340(4) . ? C45 C46 1.375(6) . ? C46 F19 1.344(4) . ? C46 C47 1.378(5) . ? C47 F20 1.358(4) . ? C48 N2 1.296(4) . ? C48 C49 1.465(5) . ? C48 C55 1.481(5) . ? C49 C50 1.391(5) . ? C49 C54 1.402(5) . ? C50 C51 1.382(5) . ? C50 H50 0.9300 . ? C51 C52 1.342(7) . ? C51 H51 0.9300 . ? C52 C53 1.391(7) . ? C52 H52 0.9300 . ? C53 C54 1.374(6) . ? C53 H53 0.9300 . ? C54 H54 0.9300 . ? C55 C56 1.386(5) . ? C55 C60 1.393(5) . ? C56 C57 1.376(5) . ? C56 H56 0.9300 . ? C57 C58 1.378(6) . ? C57 H57 0.9300 . ? C58 C59 1.380(6) . ? C58 H58 0.9300 . ? C59 C60 1.378(6) . ? C59 H59 0.9300 . ? C60 H60 0.9300 . ? B1 N1 1.598(4) . ? B2 N2 1.601(4) . ? N1 H1 0.8600 . ? N2 H2A 0.8600 . ? C61 C62 1.390(5) . ? C61 C66 1.454(5) . ? C61 B3 1.676(5) . ? C62 C63 1.403(5) . ? C62 H62 0.9300 . ? C63 C64 1.363(6) . ? C63 H63 0.9300 . ? C64 C65 1.403(5) . ? C64 H64 0.9300 . ? C65 C67 1.423(5) . ? C65 C66 1.427(5) . ? C66 C70 1.452(5) . ? C67 C68 1.353(6) . ? C67 H67 0.9300 . ? C68 C69 1.404(5) . ? C68 H68 0.9300 . ? C69 C70 1.381(5) . ? C69 H69 0.9300 . ? C70 B4 1.671(5) . ? C71 C76 1.380(5) . ? C71 C72 1.392(5) . ? C71 B3 1.657(5) . ? C72 F21 1.353(4) . ? C72 C73 1.380(6) . ? C73 F22 1.342(5) . ? C73 C74 1.366(7) . ? C74 F23 1.336(5) . ? C74 C75 1.374(6) . ? C75 F24 1.338(5) . ? C75 C76 1.377(5) . ? C76 F25 1.348(4) . ? C77 C82 1.384(4) . ? C77 C78 1.391(4) . ? C77 B3 1.638(5) . ? C78 F26 1.348(4) . ? C78 C79 1.375(5) . ? C79 F27 1.340(4) . ? C79 C80 1.373(5) . ? C80 F28 1.348(4) . ? C80 C81 1.360(5) . ? C81 F29 1.337(4) . ? C81 C82 1.387(5) . ? C82 F30 1.355(4) . ? C83 N3 1.297(4) . ? C83 C90 1.476(5) . ? C83 C84 1.487(5) . ? C84 C85 1.380(6) . ? C84 C89 1.390(6) . ? C85 C86 1.396(6) . ? C85 H85 0.9300 . ? C86 C87 1.359(8) . ? C86 H86 0.9300 . ? C87 C88 1.376(8) . ? C87 H87 0.9300 . ? C88 C89 1.381(6) . ? C88 H88 0.9300 . ? C89 H89 0.9300 . ? C90 C91 1.391(5) . ? C90 C95 1.391(5) . ? C91 C92 1.380(5) . ? C91 H91 0.9300 . ? C92 C93 1.379(5) . ? C92 H92 0.9300 . ? C93 C94 1.380(6) . ? C93 H93 0.9300 . ? C94 C95 1.366(5) . ? C94 H94 0.9300 . ? C95 H95 0.9300 . ? C96 C101 1.381(4) . ? C96 C97 1.391(4) . ? C96 B4 1.656(4) . ? C97 F31 1.346(4) . ? C97 C98 1.387(5) . ? C98 F32 1.341(4) . ? C98 C99 1.372(5) . ? C99 F33 1.339(4) . ? C99 C100 1.367(5) . ? C100 F34 1.343(4) . ? C100 C101 1.378(4) . ? C101 F35 1.359(3) . ? C102 C107 1.385(5) . ? C102 C103 1.397(5) . ? C102 B4 1.662(5) . ? C103 F36 1.346(4) . ? C103 C104 1.379(5) . ? C104 F37 1.346(4) . ? C104 C105 1.375(6) . ? C105 F38 1.344(4) . ? C105 C106 1.361(6) . ? C106 F39 1.349(4) . ? C106 C107 1.375(5) . ? C107 F40 1.350(4) . ? C108 N4 1.300(4) . ? C108 C109 1.479(5) . ? C108 C115 1.488(4) . ? C109 C114 1.387(5) . ? C109 C110 1.399(5) . ? C110 C111 1.377(5) . ? C110 H110 0.9300 . ? C111 C112 1.380(6) . ? C111 H111 0.9300 . ? C112 C113 1.382(5) . ? C112 H112 0.9300 . ? C113 C114 1.374(5) . ? C113 H113 0.9300 . ? C114 H114 0.9300 . ? C115 C120 1.388(5) . ? C115 C116 1.391(5) . ? C116 C117 1.376(5) . ? C116 H116 0.9300 . ? C117 C118 1.382(7) . ? C117 H117 0.9300 . ? C118 C119 1.369(7) . ? C118 H118 0.9300 . ? C119 C120 1.387(5) . ? C119 H119 0.9300 . ? C120 H120 0.9300 . ? B3 N3 1.601(4) . ? B4 N4 1.601(4) . ? N3 H3A 0.8600 . ? N4 H4A 0.8600 . ? C121 Cl1 1.727(17) . ? C121 Cl3 1.777(15) . ? C121 Cl2 1.808(17) . ? C121 H121 0.9800 . ? C122 Cl2 1.653(8) . ? C122 Cl3 1.754(8) . ? C122 Cl1 1.811(10) . ? C122 H122 0.9800 . ? C123 Cl6 1.706(10) . ? C123 Cl4 1.737(10) . ? C123 Cl5 1.738(10) . ? C123 H123 0.9800 . ? Cl4 Cl5 1.195(4) 3_676 ? Cl4 C123 1.675(10) 3_676 ? Cl4 Cl6 2.061(5) 3_676 ? Cl5 Cl4 1.195(4) 3_676 ? Cl5 C123 1.380(9) 3_676 ? Cl5 Cl6 1.813(5) 3_676 ? Cl6 Cl5 1.813(5) 3_676 ? Cl6 Cl4 2.061(5) 3_676 ? Cl6 C123 2.203(10) 3_676 ? C124 C125 1.539(16) . ? C124 H12A 0.9600 . ? C124 H12B 0.9600 . ? C124 H12C 0.9600 . ? C125 C126 1.543(11) . ? C125 H12D 0.9700 . ? C125 H12E 0.9700 . ? C126 C126 1.543(4) 3_666 ? C126 H12F 0.9700 . ? C126 H12G 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 116.5(3) . . ? C2 C1 B1 115.5(3) . . ? C6 C1 B1 124.8(3) . . ? C1 C2 C3 123.6(3) . . ? C1 C2 H2 118.2 . . ? C3 C2 H2 118.2 . . ? C4 C3 C2 118.6(3) . . ? C4 C3 H3 120.7 . . ? C2 C3 H3 120.7 . . ? C3 C4 C5 120.7(3) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C7 C5 C4 120.7(3) . . ? C7 C5 C6 120.2(3) . . ? C4 C5 C6 119.1(3) . . ? C5 C6 C1 117.6(3) . . ? C5 C6 C10 116.4(3) . . ? C1 C6 C10 125.9(3) . . ? C8 C7 C5 120.8(3) . . ? C8 C7 H7 119.6 . . ? C5 C7 H7 119.6 . . ? C7 C8 C9 118.5(3) . . ? C7 C8 H8 120.8 . . ? C9 C8 H8 120.8 . . ? C10 C9 C8 123.0(3) . . ? C10 C9 H9 118.5 . . ? C8 C9 H9 118.5 . . ? C9 C10 C6 116.7(3) . . ? C9 C10 B2 115.7(3) . . ? C6 C10 B2 123.6(3) . . ? C12 C11 C16 113.6(3) . . ? C12 C11 B1 127.3(3) . . ? C16 C11 B1 119.0(3) . . ? F1 C12 C13 114.3(3) . . ? F1 C12 C11 121.3(3) . . ? C13 C12 C11 124.3(3) . . ? F2 C13 C12 120.8(3) . . ? F2 C13 C14 120.0(3) . . ? C12 C13 C14 119.3(3) . . ? F3 C14 C15 121.5(4) . . ? F3 C14 C13 119.7(4) . . ? C15 C14 C13 118.8(3) . . ? F4 C15 C14 119.4(3) . . ? F4 C15 C16 120.3(3) . . ? C14 C15 C16 120.3(3) . . ? F5 C16 C15 115.9(3) . . ? F5 C16 C11 120.3(3) . . ? C15 C16 C11 123.8(3) . . ? C22 C17 C18 112.5(3) . . ? C22 C17 B1 126.3(3) . . ? C18 C17 B1 120.8(3) . . ? F6 C18 C19 115.9(3) . . ? F6 C18 C17 119.3(3) . . ? C19 C18 C17 124.6(3) . . ? F7 C19 C18 120.9(3) . . ? F7 C19 C20 119.4(3) . . ? C18 C19 C20 119.7(3) . . ? F8 C20 C21 121.1(3) . . ? F8 C20 C19 120.4(3) . . ? C21 C20 C19 118.5(3) . . ? F9 C21 C20 119.6(3) . . ? F9 C21 C22 120.8(3) . . ? C20 C21 C22 119.6(3) . . ? F10 C22 C17 121.2(3) . . ? F10 C22 C21 113.8(3) . . ? C17 C22 C21 125.0(3) . . ? N1 C23 C24 117.6(3) . . ? N1 C23 C30 125.9(3) . . ? C24 C23 C30 116.5(3) . . ? C25 C24 C29 119.8(3) . . ? C25 C24 C23 120.8(3) . . ? C29 C24 C23 119.4(3) . . ? C24 C25 C26 120.0(4) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C27 C26 C25 119.7(4) . . ? C27 C26 H26 120.2 . . ? C25 C26 H26 120.2 . . ? C28 C27 C26 120.3(4) . . ? C28 C27 H27 119.9 . . ? C26 C27 H27 119.9 . . ? C27 C28 C29 120.7(4) . . ? C27 C28 H28 119.6 . . ? C29 C28 H28 119.6 . . ? C28 C29 C24 119.5(4) . . ? C28 C29 H29 120.3 . . ? C24 C29 H29 120.3 . . ? C31 C30 C35 118.5(3) . . ? C31 C30 C23 125.3(3) . . ? C35 C30 C23 116.2(3) . . ? C30 C31 C32 120.4(3) . . ? C30 C31 H31 119.8 . . ? C32 C31 H31 119.8 . . ? C33 C32 C31 120.4(3) . . ? C33 C32 H32 119.8 . . ? C31 C32 H32 119.8 . . ? C34 C33 C32 119.5(4) . . ? C34 C33 H33 120.2 . . ? C32 C33 H33 120.2 . . ? C33 C34 C35 120.6(4) . . ? C33 C34 H34 119.7 . . ? C35 C34 H34 119.7 . . ? C34 C35 C30 120.5(3) . . ? C34 C35 H35 119.7 . . ? C30 C35 H35 119.7 . . ? C41 C36 C37 113.1(3) . . ? C41 C36 B2 126.2(3) . . ? C37 C36 B2 120.3(3) . . ? F11 C37 C38 116.5(3) . . ? F11 C37 C36 119.1(3) . . ? C38 C37 C36 124.3(3) . . ? F12 C38 C37 120.6(3) . . ? F12 C38 C39 119.7(3) . . ? C37 C38 C39 119.8(3) . . ? F13 C39 C40 120.5(3) . . ? F13 C39 C38 120.7(3) . . ? C40 C39 C38 118.8(3) . . ? F14 C40 C39 119.8(3) . . ? F14 C40 C41 120.5(3) . . ? C39 C40 C41 119.7(3) . . ? F15 C41 C40 114.7(3) . . ? F15 C41 C36 121.0(3) . . ? C40 C41 C36 124.3(3) . . ? C47 C42 C43 113.0(3) . . ? C47 C42 B2 120.2(3) . . ? C43 C42 B2 126.9(3) . . ? F16 C43 C44 114.4(3) . . ? F16 C43 C42 121.2(3) . . ? C44 C43 C42 124.3(3) . . ? F17 C44 C45 120.2(3) . . ? F17 C44 C43 120.2(3) . . ? C45 C44 C43 119.6(4) . . ? F18 C45 C44 120.7(4) . . ? F18 C45 C46 120.2(4) . . ? C44 C45 C46 119.1(3) . . ? F19 C46 C45 120.3(3) . . ? F19 C46 C47 120.2(4) . . ? C45 C46 C47 119.4(3) . . ? F20 C47 C46 115.9(3) . . ? F20 C47 C42 119.4(3) . . ? C46 C47 C42 124.6(3) . . ? N2 C48 C49 118.8(3) . . ? N2 C48 C55 123.4(3) . . ? C49 C48 C55 117.7(3) . . ? C50 C49 C54 118.9(3) . . ? C50 C49 C48 121.6(3) . . ? C54 C49 C48 119.5(3) . . ? C51 C50 C49 120.5(4) . . ? C51 C50 H50 119.7 . . ? C49 C50 H50 119.7 . . ? C52 C51 C50 120.3(4) . . ? C52 C51 H51 119.8 . . ? C50 C51 H51 119.8 . . ? C51 C52 C53 120.5(4) . . ? C51 C52 H52 119.7 . . ? C53 C52 H52 119.7 . . ? C54 C53 C52 120.6(5) . . ? C54 C53 H53 119.7 . . ? C52 C53 H53 119.7 . . ? C53 C54 C49 119.2(4) . . ? C53 C54 H54 120.4 . . ? C49 C54 H54 120.4 . . ? C56 C55 C60 119.5(3) . . ? C56 C55 C48 124.2(3) . . ? C60 C55 C48 116.3(3) . . ? C57 C56 C55 120.0(4) . . ? C57 C56 H56 120.0 . . ? C55 C56 H56 120.0 . . ? C56 C57 C58 120.3(4) . . ? C56 C57 H57 119.8 . . ? C58 C57 H57 119.8 . . ? C57 C58 C59 120.2(4) . . ? C57 C58 H58 119.9 . . ? C59 C58 H58 119.9 . . ? C60 C59 C58 119.8(4) . . ? C60 C59 H59 120.1 . . ? C58 C59 H59 120.1 . . ? C59 C60 C55 120.2(4) . . ? C59 C60 H60 119.9 . . ? C55 C60 H60 119.9 . . ? N1 B1 C17 108.9(2) . . ? N1 B1 C11 107.2(2) . . ? C17 B1 C11 112.0(2) . . ? N1 B1 C1 103.6(2) . . ? C17 B1 C1 119.1(3) . . ? C11 B1 C1 105.2(2) . . ? N2 B2 C36 108.6(2) . . ? N2 B2 C42 108.4(3) . . ? C36 B2 C42 111.4(3) . . ? N2 B2 C10 103.6(2) . . ? C36 B2 C10 118.5(3) . . ? C42 B2 C10 105.8(2) . . ? C23 N1 B1 137.7(3) . . ? C23 N1 H1 111.2 . . ? B1 N1 H1 111.2 . . ? C48 N2 B2 137.2(3) . . ? C48 N2 H2A 111.4 . . ? B2 N2 H2A 111.4 . . ? C62 C61 C66 116.3(3) . . ? C62 C61 B3 115.3(3) . . ? C66 C61 B3 125.3(3) . . ? C61 C62 C63 123.8(4) . . ? C61 C62 H62 118.1 . . ? C63 C62 H62 118.1 . . ? C64 C63 C62 118.2(3) . . ? C64 C63 H63 120.9 . . ? C62 C63 H63 120.9 . . ? C63 C64 C65 120.6(3) . . ? C63 C64 H64 119.7 . . ? C65 C64 H64 119.7 . . ? C64 C65 C67 120.2(3) . . ? C64 C65 C66 120.5(3) . . ? C67 C65 C66 119.3(3) . . ? C65 C66 C70 117.2(3) . . ? C65 C66 C61 116.7(3) . . ? C70 C66 C61 126.1(3) . . ? C68 C67 C65 121.1(3) . . ? C68 C67 H67 119.5 . . ? C65 C67 H67 119.5 . . ? C67 C68 C69 117.9(3) . . ? C67 C68 H68 121.1 . . ? C69 C68 H68 121.1 . . ? C70 C69 C68 124.2(3) . . ? C70 C69 H69 117.9 . . ? C68 C69 H69 117.9 . . ? C69 C70 C66 116.4(3) . . ? C69 C70 B4 115.3(3) . . ? C66 C70 B4 125.1(3) . . ? C76 C71 C72 113.0(3) . . ? C76 C71 B3 127.3(3) . . ? C72 C71 B3 119.7(3) . . ? F21 C72 C73 116.3(3) . . ? F21 C72 C71 119.8(3) . . ? C73 C72 C71 123.8(4) . . ? F22 C73 C74 119.7(4) . . ? F22 C73 C72 120.4(4) . . ? C74 C73 C72 119.9(4) . . ? F23 C74 C73 120.5(4) . . ? F23 C74 C75 120.3(4) . . ? C73 C74 C75 119.2(4) . . ? F24 C75 C74 120.3(4) . . ? F24 C75 C76 121.0(4) . . ? C74 C75 C76 118.7(4) . . ? F25 C76 C75 113.1(3) . . ? F25 C76 C71 121.5(3) . . ? C75 C76 C71 125.3(3) . . ? C82 C77 C78 112.7(3) . . ? C82 C77 B3 125.7(3) . . ? C78 C77 B3 120.8(3) . . ? F26 C78 C79 115.5(3) . . ? F26 C78 C77 119.4(3) . . ? C79 C78 C77 124.9(3) . . ? F27 C79 C80 120.8(3) . . ? F27 C79 C78 120.1(3) . . ? C80 C79 C78 119.1(3) . . ? F28 C80 C81 120.4(4) . . ? F28 C80 C79 120.3(3) . . ? C81 C80 C79 119.3(3) . . ? F29 C81 C80 120.0(3) . . ? F29 C81 C82 120.4(3) . . ? C80 C81 C82 119.5(3) . . ? F30 C82 C77 120.9(3) . . ? F30 C82 C81 114.7(3) . . ? C77 C82 C81 124.4(3) . . ? N3 C83 C90 125.7(3) . . ? N3 C83 C84 117.7(3) . . ? C90 C83 C84 116.6(3) . . ? C85 C84 C89 120.0(4) . . ? C85 C84 C83 119.9(3) . . ? C89 C84 C83 120.0(4) . . ? C84 C85 C86 119.6(4) . . ? C84 C85 H85 120.2 . . ? C86 C85 H85 120.2 . . ? C87 C86 C85 120.2(5) . . ? C87 C86 H86 119.9 . . ? C85 C86 H86 119.9 . . ? C86 C87 C88 120.2(4) . . ? C86 C87 H87 119.9 . . ? C88 C87 H87 119.9 . . ? C87 C88 C89 120.7(5) . . ? C87 C88 H88 119.6 . . ? C89 C88 H88 119.6 . . ? C88 C89 C84 119.1(5) . . ? C88 C89 H89 120.4 . . ? C84 C89 H89 120.4 . . ? C91 C90 C95 118.3(3) . . ? C91 C90 C83 124.2(3) . . ? C95 C90 C83 117.5(3) . . ? C92 C91 C90 120.2(3) . . ? C92 C91 H91 119.9 . . ? C90 C91 H91 119.9 . . ? C93 C92 C91 120.5(4) . . ? C93 C92 H92 119.7 . . ? C91 C92 H92 119.7 . . ? C92 C93 C94 119.6(4) . . ? C92 C93 H93 120.2 . . ? C94 C93 H93 120.2 . . ? C95 C94 C93 120.0(4) . . ? C95 C94 H94 120.0 . . ? C93 C94 H94 120.0 . . ? C94 C95 C90 121.4(3) . . ? C94 C95 H95 119.3 . . ? C90 C95 H95 119.3 . . ? C101 C96 C97 112.9(3) . . ? C101 C96 B4 126.0(3) . . ? C97 C96 B4 120.8(3) . . ? F31 C97 C98 116.0(3) . . ? F31 C97 C96 119.7(3) . . ? C98 C97 C96 124.3(3) . . ? F32 C98 C99 120.0(3) . . ? F32 C98 C97 120.7(3) . . ? C99 C98 C97 119.3(3) . . ? F33 C99 C100 120.6(3) . . ? F33 C99 C98 120.3(3) . . ? C100 C99 C98 119.1(3) . . ? F34 C100 C99 120.0(3) . . ? F34 C100 C101 120.5(3) . . ? C99 C100 C101 119.5(3) . . ? F35 C101 C100 114.0(3) . . ? F35 C101 C96 121.1(3) . . ? C100 C101 C96 124.9(3) . . ? C107 C102 C103 113.3(3) . . ? C107 C102 B4 127.5(3) . . ? C103 C102 B4 119.2(3) . . ? F36 C103 C104 116.4(3) . . ? F36 C103 C102 120.1(3) . . ? C104 C103 C102 123.5(3) . . ? F37 C104 C105 119.9(3) . . ? F37 C104 C103 120.1(4) . . ? C105 C104 C103 120.0(3) . . ? F38 C105 C106 120.7(4) . . ? F38 C105 C104 120.4(4) . . ? C106 C105 C104 118.9(3) . . ? F39 C106 C105 119.8(3) . . ? F39 C106 C107 120.3(4) . . ? C105 C106 C107 119.9(3) . . ? F40 C107 C106 114.5(3) . . ? F40 C107 C102 121.0(3) . . ? C106 C107 C102 124.5(3) . . ? N4 C108 C109 125.4(3) . . ? N4 C108 C115 117.1(3) . . ? C109 C108 C115 117.5(3) . . ? C114 C109 C110 118.3(3) . . ? C114 C109 C108 124.8(3) . . ? C110 C109 C108 116.8(3) . . ? C111 C110 C109 120.6(3) . . ? C111 C110 H110 119.7 . . ? C109 C110 H110 119.7 . . ? C110 C111 C112 120.0(3) . . ? C110 C111 H111 120.0 . . ? C112 C111 H111 120.0 . . ? C111 C112 C113 120.2(4) . . ? C111 C112 H112 119.9 . . ? C113 C112 H112 119.9 . . ? C114 C113 C112 119.8(3) . . ? C114 C113 H113 120.1 . . ? C112 C113 H113 120.1 . . ? C113 C114 C109 121.2(3) . . ? C113 C114 H114 119.4 . . ? C109 C114 H114 119.4 . . ? C120 C115 C116 119.8(3) . . ? C120 C115 C108 120.7(3) . . ? C116 C115 C108 119.4(3) . . ? C117 C116 C115 119.7(4) . . ? C117 C116 H116 120.1 . . ? C115 C116 H116 120.1 . . ? C116 C117 C118 120.3(4) . . ? C116 C117 H117 119.8 . . ? C118 C117 H117 119.8 . . ? C119 C118 C117 120.2(4) . . ? C119 C118 H118 119.9 . . ? C117 C118 H118 119.9 . . ? C118 C119 C120 120.3(4) . . ? C118 C119 H119 119.8 . . ? C120 C119 H119 119.8 . . ? C119 C120 C115 119.6(4) . . ? C119 C120 H120 120.2 . . ? C115 C120 H120 120.2 . . ? N3 B3 C77 110.3(2) . . ? N3 B3 C71 108.4(2) . . ? C77 B3 C71 110.2(3) . . ? N3 B3 C61 103.3(2) . . ? C77 B3 C61 117.8(3) . . ? C71 B3 C61 106.4(2) . . ? N4 B4 C96 109.4(2) . . ? N4 B4 C102 107.2(2) . . ? C96 B4 C102 111.7(2) . . ? N4 B4 C70 103.9(2) . . ? C96 B4 C70 117.9(3) . . ? C102 B4 C70 106.0(2) . . ? C83 N3 B3 137.8(3) . . ? C83 N3 H3A 111.1 . . ? B3 N3 H3A 111.1 . . ? C108 N4 B4 137.4(3) . . ? C108 N4 H4A 111.3 . . ? B4 N4 H4A 111.3 . . ? Cl1 C121 Cl3 106.4(7) . . ? Cl1 C121 Cl2 108.9(8) . . ? Cl3 C121 Cl2 104.9(9) . . ? Cl1 C121 H121 112.1 . . ? Cl3 C121 H121 112.1 . . ? Cl2 C121 H121 112.1 . . ? Cl2 C122 Cl3 113.1(5) . . ? Cl2 C122 Cl1 112.2(4) . . ? Cl3 C122 Cl1 103.8(5) . . ? Cl2 C122 H122 109.2 . . ? Cl3 C122 H122 109.2 . . ? Cl1 C122 H122 109.2 . . ? Cl6 C123 Cl4 112.3(5) . . ? Cl6 C123 Cl5 112.9(5) . . ? Cl4 C123 Cl5 110.6(5) . . ? Cl6 C123 H123 106.9 . . ? Cl4 C123 H123 106.9 . . ? Cl5 C123 H123 106.9 . . ? Cl5 Cl4 C123 72.4(4) 3_676 3_676 ? Cl5 Cl4 C123 52.3(4) 3_676 . ? Cl5 Cl4 Cl6 121.4(3) 3_676 3_676 ? C123 Cl4 Cl6 70.3(3) . 3_676 ? Cl4 Cl5 C123 84.5(5) 3_676 3_676 ? Cl4 Cl5 C123 66.7(4) 3_676 . ? Cl4 Cl5 Cl6 143.0(3) 3_676 3_676 ? C123 Cl5 Cl6 62.9(4) 3_676 3_676 ? C123 Cl5 Cl6 76.6(4) . 3_676 ? Cl5 Cl6 Cl4 94.80(18) 3_676 3_676 ? C125 C124 H12A 109.5 . . ? C125 C124 H12B 109.5 . . ? H12A C124 H12B 109.5 . . ? C125 C124 H12C 109.5 . . ? H12A C124 H12C 109.5 . . ? H12B C124 H12C 109.5 . . ? C124 C125 C126 112.5(6) . . ? C124 C125 H12D 109.1 . . ? C126 C125 H12D 109.1 . . ? C124 C125 H12E 109.1 . . ? C126 C125 H12E 109.1 . . ? H12D C125 H12E 107.8 . . ? C125 C126 C126 110.6(5) . 3_666 ? C125 C126 H12F 109.5 . . ? C126 C126 H12F 109.5 3_666 . ? C125 C126 H12G 109.5 . . ? C126 C126 H12G 109.5 3_666 . ? H12F C126 H12G 108.1 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.447 _refine_diff_density_min -0.644 _refine_diff_density_rms 0.078 #====END======================================================================= #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 731638' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2,2,4,4-tetramethylpiperidinium 1,8-bis(dipentafluorophenylhydroboryl)-naphthalene. ; _chemical_name_common ; 2,2,4,4-tetramethylpiperidinium 1,8- bis(dipentafluorophenylhydroboryl)-naphthalene. ; _chemical_melting_point ? _chemical_formula_moiety 'C34 H7 B2 F20, C9 H20 N, C6 H6' _chemical_formula_sum 'C49 H33 B2 F20 N' _chemical_formula_weight 1037.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 28.2693(9) _cell_length_b 16.9611(5) _cell_length_c 18.6599(9) _cell_angle_alpha 90.00 _cell_angle_beta 96.118(3) _cell_angle_gamma 90.00 _cell_volume 8896.1(6) _cell_formula_units_Z 8 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used 9425 _cell_measurement_theta_min 2.1713 _cell_measurement_theta_max 25.0000 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.549 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4192 _exptl_absorpt_coefficient_mu 0.148 _exptl_absorpt_correction_T_min 0.968 _exptl_absorpt_correction_T_max 0.981 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Oxford Diffraction (2007). Oxford Diffraction Ltd., Xcalibur CCD system ; _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 10.4498 _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time 150 _diffrn_standards_decay_% 0 _diffrn_reflns_number 74894 _diffrn_reflns_av_R_equivalents 0.1511 _diffrn_reflns_av_sigmaI/netI 0.1874 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 25.09 _reflns_number_total 15793 _reflns_number_gt 6368 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_structure_solution ; SHELXS97. Program for Crystal Structure solution. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. ; _computing_structure_refinement ; SHELXL97. Program for crystal structure refinement. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. ; _computing_molecular_graphics ; ORTEP-3 for Windows, Version 2.01. Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. ; _computing_publication_material ; WinGX -- An integrated system of Windows programs for the solution, refinment and analysis of single crystal X-ray diffraction data, Version 1.80.00. Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838. SHELXL97. Program for crystal structure refinement. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. PLATON for Windows, Version 1.12. Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13. ; _refine_special_details ; Refinement of F\^2\^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F\^2\^, conventional R-factors R are based on F, with F set to zero for negative F\^2\^. The threshold expression of F\^2\^ 2sigma(F\^2\^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F\^2\^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[s^2^(Fo^2^)+(0.0789P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 15793 _refine_ls_number_parameters 1276 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1924 _refine_ls_R_factor_gt 0.0679 _refine_ls_wR_factor_ref 0.1823 _refine_ls_wR_factor_gt 0.1414 _refine_ls_goodness_of_fit_ref 0.879 _refine_ls_restrained_S_all 0.879 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.19242(14) 0.8704(3) 0.9580(3) 0.0284(12) Uani 1 1 d . . . C2 C 0.22096(16) 0.9283(3) 0.9928(3) 0.0371(13) Uani 1 1 d . . . H2 H 0.2145 0.9454 1.0381 0.045 Uiso 1 1 calc R . . C3 C 0.25951(17) 0.9620(3) 0.9614(4) 0.0478(16) Uani 1 1 d . . . H3 H 0.2778 1.0009 0.9862 0.057 Uiso 1 1 calc R . . C4 C 0.27007(17) 0.9385(3) 0.8960(4) 0.0451(15) Uani 1 1 d . . . H4 H 0.2963 0.9597 0.8768 0.054 Uiso 1 1 calc R . . C5 C 0.24129(16) 0.8815(3) 0.8563(3) 0.0364(13) Uani 1 1 d . . . C6 C 0.20162(15) 0.8483(3) 0.8878(3) 0.0294(12) Uani 1 1 d . . . C7 C 0.16998(15) 0.7964(3) 0.8464(3) 0.0331(12) Uani 1 1 d . . . C8 C 0.17964(16) 0.7766(3) 0.7781(3) 0.0473(15) Uani 1 1 d . . . H8 H 0.1593 0.7424 0.7509 0.057 Uiso 1 1 calc R . . C9 C 0.21975(18) 0.8069(3) 0.7481(3) 0.0499(15) Uani 1 1 d . . . H9 H 0.2260 0.7915 0.7022 0.060 Uiso 1 1 calc R . . C10 C 0.24932(16) 0.8590(3) 0.7868(3) 0.0458(15) Uani 1 1 d . . . H10 H 0.2752 0.8798 0.7664 0.055 Uiso 1 1 calc R . . C11 C 0.07940(16) 0.8193(3) 0.8218(3) 0.0419(14) Uani 1 1 d . . . C12 C 0.0547(2) 0.7856(4) 0.7647(4) 0.0615(18) Uani 1 1 d . . . C13 C 0.0242(2) 0.8260(6) 0.7110(4) 0.075(2) Uani 1 1 d . . . C14 C 0.0194(2) 0.9046(6) 0.7208(4) 0.074(2) Uani 1 1 d . . . C15 C 0.0421(2) 0.9425(4) 0.7772(4) 0.067(2) Uani 1 1 d . . . C16 C 0.07368(17) 0.9018(4) 0.8262(3) 0.0474(16) Uani 1 1 d . . . C17 C 0.10834(16) 0.6808(3) 0.8913(3) 0.0359(13) Uani 1 1 d . . . C18 C 0.06366(17) 0.6585(3) 0.9099(3) 0.0437(14) Uani 1 1 d . . . C19 C 0.05229(18) 0.5841(3) 0.9298(3) 0.0522(16) Uani 1 1 d . . . C20 C 0.0860(2) 0.5261(3) 0.9322(3) 0.0558(17) Uani 1 1 d . . . C21 C 0.1299(2) 0.5443(3) 0.9130(3) 0.0518(16) Uani 1 1 d . . . C22 C 0.14074(17) 0.6198(3) 0.8941(3) 0.0426(14) Uani 1 1 d . . . C23 C 0.12464(14) 0.8748(2) 1.0514(3) 0.0283(12) Uani 1 1 d . . . C24 C 0.07805(16) 0.9016(3) 1.0414(3) 0.0405(14) Uani 1 1 d . . . C25 C 0.05777(18) 0.9455(3) 1.0927(4) 0.0541(17) Uani 1 1 d . . . C26 C 0.0830(2) 0.9634(3) 1.1556(4) 0.0537(17) Uani 1 1 d . . . C27 C 0.12821(18) 0.9360(3) 1.1701(3) 0.0441(14) Uani 1 1 d . . . C28 C 0.14745(16) 0.8928(3) 1.1187(3) 0.0340(13) Uani 1 1 d . . . C29 C 0.16568(15) 0.7388(2) 1.0290(2) 0.0256(11) Uani 1 1 d . . . C30 C 0.13220(16) 0.6933(3) 1.0606(3) 0.0341(13) Uani 1 1 d . . . C31 C 0.14051(19) 0.6199(3) 1.0891(3) 0.0451(14) Uani 1 1 d . . . C32 C 0.1849(2) 0.5875(3) 1.0888(3) 0.0522(16) Uani 1 1 d . . . C33 C 0.22002(19) 0.6283(3) 1.0608(3) 0.0466(15) Uani 1 1 d . . . C34 C 0.21005(16) 0.7021(3) 1.0324(3) 0.0342(13) Uani 1 1 d . . . C35 C 0.32063(14) 0.1453(3) 0.1971(3) 0.0301(12) Uani 1 1 d . . . C36 C 0.29542(16) 0.0813(3) 0.1667(3) 0.0396(14) Uani 1 1 d . . . H36 H 0.3043 0.0591 0.1246 0.047 Uiso 1 1 calc R . . C37 C 0.25676(17) 0.0493(3) 0.1981(3) 0.0459(15) Uani 1 1 d . . . H37 H 0.2404 0.0067 0.1761 0.055 Uiso 1 1 calc R . . C38 C 0.24286(17) 0.0792(3) 0.2592(3) 0.0463(15) Uani 1 1 d . . . H38 H 0.2168 0.0573 0.2784 0.056 Uiso 1 1 calc R . . C39 C 0.26725(15) 0.1433(3) 0.2949(3) 0.0322(13) Uani 1 1 d . . . C40 C 0.30683(15) 0.1758(2) 0.2630(3) 0.0277(12) Uani 1 1 d . . . C41 C 0.33384(14) 0.2378(2) 0.2999(3) 0.0264(11) Uani 1 1 d . . . C42 C 0.31904(16) 0.2680(3) 0.3618(3) 0.0345(13) Uani 1 1 d . . . H42 H 0.3360 0.3093 0.3851 0.041 Uiso 1 1 calc R . . C43 C 0.27893(16) 0.2384(3) 0.3911(3) 0.0386(13) Uani 1 1 d . . . H43 H 0.2691 0.2610 0.4324 0.046 Uiso 1 1 calc R . . C44 C 0.25419(16) 0.1763(3) 0.3586(3) 0.0396(14) Uani 1 1 d . . . H44 H 0.2283 0.1557 0.3792 0.048 Uiso 1 1 calc R . . C45 C 0.39513(16) 0.1295(2) 0.1175(3) 0.0288(12) Uani 1 1 d . . . C46 C 0.37678(16) 0.0998(3) 0.0515(3) 0.0320(12) Uani 1 1 d . . . C47 C 0.39852(18) 0.0440(3) 0.0130(3) 0.0378(13) Uani 1 1 d . . . C48 C 0.44163(19) 0.0149(3) 0.0416(3) 0.0436(15) Uani 1 1 d . . . C49 C 0.46333(17) 0.0442(3) 0.1048(3) 0.0408(14) Uani 1 1 d . . . C50 C 0.44033(17) 0.1015(3) 0.1409(3) 0.0372(13) Uani 1 1 d . . . C51 C 0.34856(18) 0.2665(3) 0.1129(3) 0.0376(13) Uani 1 1 d . . . C52 C 0.3028(2) 0.2936(3) 0.0923(3) 0.0474(15) Uani 1 1 d . . . C53 C 0.2927(3) 0.3619(4) 0.0548(3) 0.0634(19) Uani 1 1 d . . . C54 C 0.3297(3) 0.4053(4) 0.0339(4) 0.075(2) Uani 1 1 d . . . C55 C 0.3751(3) 0.3815(4) 0.0508(4) 0.070(2) Uani 1 1 d . . . C56 C 0.3838(2) 0.3131(3) 0.0876(3) 0.0410(14) Uani 1 1 d . . . C57 C 0.39830(16) 0.3469(3) 0.2536(3) 0.0303(12) Uani 1 1 d . . . C58 C 0.36649(16) 0.4079(3) 0.2400(3) 0.0333(13) Uani 1 1 d . . . C59 C 0.37924(18) 0.4818(3) 0.2192(3) 0.0465(15) Uani 1 1 d . . . C60 C 0.4255(2) 0.4975(3) 0.2093(3) 0.0535(17) Uani 1 1 d . . . C61 C 0.45869(17) 0.4397(3) 0.2218(3) 0.0467(15) Uani 1 1 d . . . C62 C 0.44450(16) 0.3667(3) 0.2420(3) 0.0356(13) Uani 1 1 d . . . C63 C 0.42400(14) 0.2200(3) 0.3390(3) 0.0294(12) Uani 1 1 d . . . C64 C 0.43014(15) 0.1393(3) 0.3469(3) 0.0328(12) Uani 1 1 d . . . C65 C 0.46001(16) 0.1055(3) 0.4013(3) 0.0397(14) Uani 1 1 d . . . C66 C 0.48497(18) 0.1511(3) 0.4513(3) 0.0497(16) Uani 1 1 d . . . C67 C 0.47863(18) 0.2318(3) 0.4491(3) 0.0468(15) Uani 1 1 d . . . C68 C 0.44875(17) 0.2631(3) 0.3935(3) 0.0377(13) Uani 1 1 d . . . C69 C 0.3254(2) 0.6359(3) 0.8374(4) 0.071(2) Uani 1 1 d . . . C70 C 0.3150(3) 0.6360(5) 0.9115(5) 0.100(3) Uani 1 1 d . . . H70A H 0.3031 0.5845 0.9235 0.120 Uiso 1 1 calc R . . H70B H 0.2903 0.6745 0.9174 0.120 Uiso 1 1 calc R . . C71 C 0.3583(4) 0.6553(6) 0.9621(5) 0.123(3) Uani 1 1 d . . . H71A H 0.3830 0.6168 0.9564 0.147 Uiso 1 1 calc R . . H71B H 0.3505 0.6524 1.0114 0.147 Uiso 1 1 calc R . . C72 C 0.3770(3) 0.7387(6) 0.9472(4) 0.106(3) Uani 1 1 d . . . H72A H 0.4053 0.7489 0.9799 0.127 Uiso 1 1 calc R . . H72B H 0.3531 0.7772 0.9570 0.127 Uiso 1 1 calc R . . C73 C 0.38894(19) 0.7494(4) 0.8684(4) 0.0600(18) Uani 1 1 d . . . C74 C 0.3580(2) 0.5685(4) 0.8194(5) 0.118(3) Uani 1 1 d . . . H74A H 0.3860 0.5682 0.8534 0.177 Uiso 1 1 calc R . . H74B H 0.3669 0.5757 0.7717 0.177 Uiso 1 1 calc R . . H74C H 0.3415 0.5193 0.8219 0.177 Uiso 1 1 calc R . . C75 C 0.2771(2) 0.6312(4) 0.7902(5) 0.093(3) Uani 1 1 d . . . H75A H 0.2621 0.5817 0.7983 0.139 Uiso 1 1 calc R . . H75B H 0.2822 0.6354 0.7403 0.139 Uiso 1 1 calc R . . H75C H 0.2570 0.6735 0.8026 0.139 Uiso 1 1 calc R . . C76 C 0.43434(18) 0.7090(4) 0.8526(4) 0.081(2) Uani 1 1 d . . . H76A H 0.4364 0.6582 0.8753 0.121 Uiso 1 1 calc R . . H76B H 0.4612 0.7404 0.8711 0.121 Uiso 1 1 calc R . . H76C H 0.4343 0.7029 0.8015 0.121 Uiso 1 1 calc R . . C77 C 0.3907(2) 0.8358(4) 0.8462(5) 0.094(3) Uani 1 1 d . . . H77A H 0.3957 0.8392 0.7962 0.142 Uiso 1 1 calc R . . H77B H 0.4162 0.8618 0.8749 0.142 Uiso 1 1 calc R . . H77C H 0.3611 0.8609 0.8535 0.142 Uiso 1 1 calc R . . C78 C 0.12039(18) 0.2345(3) 0.2495(3) 0.0500(15) Uani 1 1 d . . . C79 C 0.07911(18) 0.2878(3) 0.2250(4) 0.069(2) Uani 1 1 d . . . H79A H 0.0559 0.2579 0.1941 0.083 Uiso 1 1 calc R . . H79B H 0.0640 0.3041 0.2670 0.083 Uiso 1 1 calc R . . C80 C 0.0921(2) 0.3604(4) 0.1851(4) 0.078(2) Uani 1 1 d . . . H80A H 0.0638 0.3918 0.1717 0.093 Uiso 1 1 calc R . . H80B H 0.1054 0.3453 0.1413 0.093 Uiso 1 1 calc R . . C81 C 0.1283(2) 0.4087(3) 0.2328(4) 0.069(2) Uani 1 1 d . . . H81A H 0.1366 0.4547 0.2058 0.083 Uiso 1 1 calc R . . H81B H 0.1132 0.4274 0.2739 0.083 Uiso 1 1 calc R . . C82 C 0.17352(19) 0.3663(3) 0.2601(3) 0.0488(15) Uani 1 1 d . . . C83 C 0.1405(2) 0.1936(4) 0.1867(4) 0.080(2) Uani 1 1 d . . . H83A H 0.1694 0.1669 0.2038 0.120 Uiso 1 1 calc R . . H83B H 0.1470 0.2321 0.1513 0.120 Uiso 1 1 calc R . . H83C H 0.1178 0.1561 0.1653 0.120 Uiso 1 1 calc R . . C84 C 0.1079(2) 0.1740(3) 0.3022(4) 0.0670(19) Uani 1 1 d . . . H84A H 0.0961 0.1996 0.3426 0.101 Uiso 1 1 calc R . . H84B H 0.1357 0.1437 0.3185 0.101 Uiso 1 1 calc R . . H84C H 0.0838 0.1396 0.2794 0.101 Uiso 1 1 calc R . . C85 C 0.2071(2) 0.3500(4) 0.2036(4) 0.086(2) Uani 1 1 d . . . H85A H 0.1893 0.3296 0.1608 0.129 Uiso 1 1 calc R . . H85B H 0.2305 0.3120 0.2219 0.129 Uiso 1 1 calc R . . H85C H 0.2226 0.3980 0.1923 0.129 Uiso 1 1 calc R . . C86 C 0.2027(2) 0.4085(4) 0.3232(4) 0.094(3) Uani 1 1 d . . . H86A H 0.2140 0.4580 0.3069 0.142 Uiso 1 1 calc R . . H86B H 0.2292 0.3762 0.3410 0.142 Uiso 1 1 calc R . . H86C H 0.1829 0.4177 0.3612 0.142 Uiso 1 1 calc R . . C87 C 0.37165(17) 0.72248(19) 1.1478(3) 0.075(2) Uani 1 1 d G . . H87 H 0.3714 0.6683 1.1555 0.090 Uiso 1 1 calc R . . C88 C 0.41456(13) 0.7632(2) 1.1533(3) 0.0671(19) Uani 1 1 d G . . H88 H 0.4430 0.7362 1.1647 0.081 Uiso 1 1 calc R . . C89 C 0.41493(13) 0.8441(2) 1.1419(3) 0.077(2) Uani 1 1 d G . . H89 H 0.4436 0.8714 1.1456 0.092 Uiso 1 1 calc R . . C90 C 0.37239(18) 0.8844(2) 1.1249(3) 0.109(3) Uani 1 1 d G . . H90 H 0.3726 0.9386 1.1173 0.131 Uiso 1 1 calc R . . C91 C 0.32948(13) 0.8437(3) 1.1194(3) 0.098(3) Uani 1 1 d G . . H91 H 0.3010 0.8707 1.1081 0.117 Uiso 1 1 calc R . . C92 C 0.32910(13) 0.7628(3) 1.1309(3) 0.086(2) Uani 1 1 d G . . H92 H 0.3004 0.7355 1.1272 0.103 Uiso 1 1 calc R . . C93A C 0.1702(3) 0.3430(6) 0.5048(7) 0.0851(13) Uani 0.468(7) 1 d PG A 1 H93A H 0.2013 0.3613 0.5120 0.102 Uiso 0.468(7) 1 calc PR A 1 C94A C 0.1613(3) 0.2626(6) 0.4981(8) 0.0851(13) Uani 0.468(7) 1 d PG A 1 H94A H 0.1866 0.2271 0.5006 0.102 Uiso 0.468(7) 1 calc PR A 1 C95A C 0.1148(4) 0.2352(4) 0.4874(8) 0.0851(13) Uani 0.468(7) 1 d PG A 1 H95A H 0.1088 0.1814 0.4829 0.102 Uiso 0.468(7) 1 calc PR A 1 C96A C 0.0771(3) 0.2882(6) 0.4835(8) 0.0851(13) Uani 0.468(7) 1 d PG A 1 H96A H 0.0459 0.2698 0.4764 0.102 Uiso 0.468(7) 1 calc PR A 1 C97A C 0.0859(3) 0.3686(5) 0.4903(8) 0.0851(13) Uani 0.468(7) 1 d PG A 1 H97A H 0.0607 0.4040 0.4877 0.102 Uiso 0.468(7) 1 calc PR A 1 C98A C 0.1325(4) 0.3960(4) 0.5010(8) 0.0851(13) Uani 0.468(7) 1 d PG A 1 H98A H 0.1384 0.4498 0.5055 0.102 Uiso 0.468(7) 1 calc PR A 1 C93B C 0.1634(2) 0.2986(6) 0.4931(7) 0.0851(13) Uani 0.532(7) 1 d PG A 2 H93B H 0.1963 0.2933 0.4972 0.102 Uiso 0.532(7) 1 calc PR A 2 C94B C 0.1348(3) 0.2324(4) 0.4969(7) 0.0851(13) Uani 0.532(7) 1 d PG A 2 H94B H 0.1486 0.1828 0.5036 0.102 Uiso 0.532(7) 1 calc PR A 2 C95B C 0.0856(3) 0.2403(4) 0.4907(7) 0.0851(13) Uani 0.532(7) 1 d PG A 2 H95B H 0.0664 0.1960 0.4932 0.102 Uiso 0.532(7) 1 calc PR A 2 C96B C 0.0649(2) 0.3144(6) 0.4806(7) 0.0851(13) Uani 0.532(7) 1 d PG A 2 H96B H 0.0320 0.3197 0.4765 0.102 Uiso 0.532(7) 1 calc PR A 2 C97B C 0.0935(3) 0.3807(4) 0.4768(7) 0.0851(13) Uani 0.532(7) 1 d PG A 2 H97B H 0.0797 0.4303 0.4701 0.102 Uiso 0.532(7) 1 calc PR A 2 C98B C 0.1427(3) 0.3728(5) 0.4830(6) 0.0851(13) Uani 0.532(7) 1 d PG A 2 H98B H 0.1619 0.4171 0.4805 0.102 Uiso 0.532(7) 1 calc PR A 2 B1 B 0.15180(17) 0.8241(3) 0.9945(3) 0.0251(13) Uani 1 1 d . . . B2 B 0.12008(18) 0.7725(3) 0.8739(3) 0.0343(15) Uani 1 1 d . . . B3 B 0.36220(19) 0.1877(3) 0.1600(3) 0.0342(15) Uani 1 1 d . . . B4 B 0.38522(18) 0.2586(3) 0.2782(3) 0.0288(14) Uani 1 1 d . . . F1 F 0.05875(10) 0.7060(2) 0.75069(18) 0.0737(11) Uani 1 1 d . . . F2 F 0.00222(12) 0.7882(3) 0.6555(2) 0.1148(17) Uani 1 1 d . . . F3 F -0.01064(12) 0.9459(3) 0.6723(2) 0.1237(18) Uani 1 1 d . . . F4 F 0.03629(11) 1.0211(2) 0.7869(3) 0.1037(16) Uani 1 1 d . . . F5 F 0.09823(10) 0.94245(17) 0.8782(2) 0.0641(10) Uani 1 1 d . . . F6 F 0.02907(9) 0.71384(17) 0.90961(18) 0.0548(9) Uani 1 1 d . . . F7 F 0.00873(11) 0.56789(18) 0.9485(2) 0.0746(11) Uani 1 1 d . . . F8 F 0.07612(12) 0.45296(18) 0.9528(2) 0.0810(12) Uani 1 1 d . . . F9 F 0.16420(11) 0.48711(18) 0.9153(2) 0.0738(11) Uani 1 1 d . . . F10 F 0.18581(9) 0.63305(17) 0.87829(17) 0.0526(8) Uani 1 1 d . . . F11 F 0.04964(9) 0.88294(17) 0.98051(17) 0.0547(9) Uani 1 1 d . . . F12 F 0.01219(10) 0.9709(2) 1.0782(2) 0.0849(12) Uani 1 1 d . . . F13 F 0.06334(11) 1.0065(2) 1.2060(2) 0.0885(13) Uani 1 1 d . . . F14 F 0.15283(10) 0.94985(19) 1.23479(19) 0.0671(10) Uani 1 1 d . . . F15 F 0.19245(9) 0.86504(16) 1.13686(16) 0.0459(8) Uani 1 1 d . . . F16 F 0.08715(9) 0.72093(15) 1.06138(17) 0.0459(8) Uani 1 1 d . . . F17 F 0.10611(11) 0.57882(16) 1.1178(2) 0.0710(11) Uani 1 1 d . . . F18 F 0.19419(13) 0.51483(18) 1.1171(2) 0.0910(13) Uani 1 1 d . . . F19 F 0.26350(11) 0.59744(18) 1.0614(2) 0.0741(11) Uani 1 1 d . . . F20 F 0.24623(9) 0.73944(15) 1.00481(17) 0.0465(8) Uani 1 1 d . . . F21 F 0.33389(9) 0.12641(15) 0.02034(15) 0.0458(8) Uani 1 1 d . . . F22 F 0.37790(10) 0.01644(18) -0.05012(17) 0.0601(9) Uani 1 1 d . . . F23 F 0.46196(10) -0.04563(17) 0.00846(19) 0.0624(10) Uani 1 1 d . . . F24 F 0.50622(10) 0.01739(18) 0.13314(18) 0.0600(9) Uani 1 1 d . . . F25 F 0.46434(9) 0.13069(16) 0.20184(16) 0.0459(8) Uani 1 1 d . . . F26 F 0.26500(10) 0.25115(18) 0.10997(18) 0.0619(9) Uani 1 1 d . . . F27 F 0.24694(15) 0.3822(2) 0.0362(2) 0.0971(14) Uani 1 1 d . . . F28 F 0.31862(18) 0.4720(2) -0.0051(2) 0.1255(18) Uani 1 1 d . . . F29 F 0.41017(16) 0.42710(19) 0.0308(2) 0.1028(15) Uani 1 1 d . . . F30 F 0.42979(11) 0.29200(16) 0.10245(18) 0.0582(9) Uani 1 1 d . . . F31 F 0.32003(8) 0.39744(15) 0.24791(17) 0.0469(8) Uani 1 1 d . . . F32 F 0.34599(10) 0.53856(16) 0.2065(2) 0.0727(11) Uani 1 1 d . . . F33 F 0.43847(11) 0.57007(16) 0.1890(2) 0.0843(13) Uani 1 1 d . . . F34 F 0.50498(10) 0.45428(17) 0.2146(2) 0.0688(10) Uani 1 1 d . . . F35 F 0.47942(8) 0.31157(15) 0.25214(17) 0.0484(8) Uani 1 1 d . . . F36 F 0.40605(9) 0.09012(14) 0.29939(16) 0.0422(8) Uani 1 1 d . . . F37 F 0.46433(10) 0.02606(16) 0.40630(17) 0.0584(9) Uani 1 1 d . . . F38 F 0.51388(12) 0.11915(19) 0.5050(2) 0.0871(13) Uani 1 1 d . . . F39 F 0.50130(12) 0.27896(18) 0.49944(19) 0.0778(11) Uani 1 1 d . . . F40 F 0.44379(9) 0.34363(15) 0.39480(16) 0.0486(8) Uani 1 1 d . . . N1 N 0.34682(16) 0.7155(3) 0.8206(3) 0.0522(13) Uani 1 1 d D . . N2 N 0.15858(15) 0.2869(3) 0.2907(3) 0.0495(13) Uani 1 1 d D . . H1A H 0.1127(15) 0.809(3) 0.940(3) 0.059 Uiso 1 1 d . . . H1B H 0.3880(15) 0.215(3) 0.217(3) 0.059 Uiso 1 1 d . . . H2A H 0.3559(18) 0.711(3) 0.7774(13) 0.059 Uiso 1 1 d D . . H2B H 0.3246(13) 0.748(2) 0.832(3) 0.059 Uiso 1 1 d D . . H3A H 0.1843(11) 0.259(2) 0.302(3) 0.059 Uiso 1 1 d D . . H3B H 0.1491(18) 0.306(3) 0.3307(17) 0.059 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.025(2) 0.026(3) 0.034(4) 0.005(2) -0.001(2) 0.008(2) C2 0.038(3) 0.035(3) 0.038(4) 0.001(3) 0.004(3) -0.003(2) C3 0.037(3) 0.041(3) 0.067(5) 0.004(3) 0.008(3) -0.012(3) C4 0.033(3) 0.042(3) 0.062(5) 0.012(3) 0.008(3) -0.008(3) C5 0.028(3) 0.044(3) 0.038(4) 0.019(3) 0.007(3) 0.012(2) C6 0.025(3) 0.030(3) 0.033(4) 0.013(3) 0.000(2) 0.011(2) C7 0.032(3) 0.041(3) 0.026(4) 0.006(3) 0.003(2) 0.009(2) C8 0.032(3) 0.075(4) 0.034(4) 0.006(3) 0.001(3) -0.002(3) C9 0.045(3) 0.077(4) 0.030(4) 0.005(3) 0.013(3) 0.013(3) C10 0.027(3) 0.060(4) 0.051(5) 0.022(3) 0.005(3) 0.003(3) C11 0.029(3) 0.067(4) 0.030(4) 0.003(3) 0.007(3) -0.009(3) C12 0.049(4) 0.088(5) 0.048(5) -0.010(4) 0.010(3) 0.001(4) C13 0.028(3) 0.147(7) 0.048(5) 0.012(5) -0.001(3) -0.010(4) C14 0.041(4) 0.133(7) 0.044(5) 0.040(5) -0.006(3) -0.002(5) C15 0.035(3) 0.076(5) 0.092(6) 0.024(5) 0.020(4) -0.001(3) C16 0.028(3) 0.061(4) 0.053(4) 0.026(4) 0.004(3) 0.000(3) C17 0.039(3) 0.044(3) 0.025(3) -0.009(3) 0.002(2) 0.002(3) C18 0.040(3) 0.041(3) 0.050(4) -0.009(3) 0.006(3) -0.005(3) C19 0.041(3) 0.050(4) 0.065(5) -0.006(3) 0.005(3) -0.019(3) C20 0.064(4) 0.033(4) 0.070(5) -0.006(3) 0.003(3) -0.015(3) C21 0.064(4) 0.037(4) 0.051(4) -0.021(3) -0.007(3) 0.010(3) C22 0.039(3) 0.049(4) 0.039(4) -0.021(3) -0.001(3) 0.001(3) C23 0.025(3) 0.025(3) 0.035(4) 0.006(2) 0.007(2) -0.004(2) C24 0.032(3) 0.043(3) 0.045(4) -0.001(3) -0.001(3) 0.002(2) C25 0.033(3) 0.049(4) 0.082(5) -0.016(4) 0.016(3) 0.008(3) C26 0.053(4) 0.055(4) 0.058(5) -0.038(3) 0.025(3) -0.010(3) C27 0.038(3) 0.053(4) 0.042(4) -0.017(3) 0.007(3) -0.015(3) C28 0.031(3) 0.028(3) 0.046(4) 0.000(3) 0.013(3) -0.001(2) C29 0.037(3) 0.022(2) 0.018(3) -0.007(2) 0.002(2) -0.005(2) C30 0.040(3) 0.025(3) 0.039(4) 0.000(3) 0.010(3) 0.000(2) C31 0.063(4) 0.032(3) 0.046(4) 0.004(3) 0.030(3) -0.005(3) C32 0.085(4) 0.025(3) 0.052(4) 0.014(3) 0.028(3) 0.016(3) C33 0.052(3) 0.035(3) 0.054(4) 0.007(3) 0.013(3) 0.024(3) C34 0.035(3) 0.035(3) 0.033(4) -0.005(3) 0.007(2) 0.008(2) C35 0.025(2) 0.031(3) 0.032(4) 0.001(3) -0.005(2) 0.003(2) C36 0.040(3) 0.037(3) 0.042(4) -0.010(3) 0.003(3) -0.006(3) C37 0.040(3) 0.035(3) 0.062(5) -0.012(3) 0.003(3) -0.021(3) C38 0.031(3) 0.046(3) 0.062(5) 0.003(3) 0.010(3) -0.012(3) C39 0.031(3) 0.029(3) 0.037(4) 0.002(3) 0.002(2) -0.004(2) C40 0.026(2) 0.026(3) 0.030(3) 0.007(2) -0.003(2) 0.000(2) C41 0.030(3) 0.026(3) 0.022(3) 0.003(2) -0.001(2) 0.001(2) C42 0.034(3) 0.039(3) 0.031(4) -0.001(3) 0.005(2) -0.006(2) C43 0.045(3) 0.048(3) 0.024(3) 0.000(3) 0.009(3) 0.007(3) C44 0.029(3) 0.050(3) 0.040(4) 0.007(3) 0.006(3) -0.005(3) C45 0.039(3) 0.026(3) 0.023(3) -0.002(2) 0.008(2) -0.006(2) C46 0.033(3) 0.034(3) 0.029(3) 0.005(3) 0.004(3) -0.004(2) C47 0.043(3) 0.038(3) 0.033(4) -0.011(3) 0.011(3) -0.017(3) C48 0.049(3) 0.033(3) 0.054(4) -0.013(3) 0.029(3) -0.017(3) C49 0.032(3) 0.039(3) 0.053(4) 0.004(3) 0.015(3) 0.004(3) C50 0.040(3) 0.034(3) 0.036(4) -0.006(3) 0.000(3) -0.009(3) C51 0.055(3) 0.033(3) 0.023(3) -0.011(3) -0.002(3) 0.002(3) C52 0.068(4) 0.040(3) 0.033(4) -0.010(3) 0.002(3) 0.003(3) C53 0.094(5) 0.049(4) 0.044(4) 0.004(3) -0.009(4) 0.042(4) C54 0.155(8) 0.034(4) 0.042(5) 0.011(3) 0.032(5) 0.016(5) C55 0.111(6) 0.042(4) 0.064(5) 0.005(4) 0.042(5) 0.008(4) C56 0.072(4) 0.023(3) 0.031(4) 0.001(3) 0.021(3) 0.001(3) C57 0.036(3) 0.028(3) 0.027(3) -0.008(2) 0.007(2) -0.003(2) C58 0.033(3) 0.033(3) 0.035(4) -0.004(3) 0.009(2) -0.006(2) C59 0.048(3) 0.029(3) 0.066(5) -0.002(3) 0.018(3) 0.007(3) C60 0.059(4) 0.023(3) 0.083(5) 0.008(3) 0.030(3) -0.006(3) C61 0.031(3) 0.039(3) 0.072(5) 0.000(3) 0.014(3) -0.007(3) C62 0.035(3) 0.032(3) 0.041(4) -0.004(3) 0.010(3) 0.004(3) C63 0.026(2) 0.032(3) 0.031(3) 0.004(3) 0.011(2) -0.006(2) C64 0.031(3) 0.037(3) 0.032(4) -0.002(3) 0.007(2) -0.012(2) C65 0.039(3) 0.034(3) 0.045(4) 0.004(3) -0.001(3) -0.003(2) C66 0.052(3) 0.047(4) 0.045(4) 0.012(3) -0.019(3) 0.004(3) C67 0.054(3) 0.047(4) 0.034(4) -0.003(3) -0.018(3) -0.015(3) C68 0.047(3) 0.029(3) 0.037(4) -0.003(3) 0.001(3) -0.009(2) C69 0.087(5) 0.028(3) 0.108(7) 0.019(4) 0.054(5) 0.020(3) C70 0.123(7) 0.095(6) 0.088(7) 0.022(5) 0.038(6) 0.002(5) C71 0.171(9) 0.143(9) 0.059(7) 0.017(6) 0.035(6) -0.021(7) C72 0.093(5) 0.162(9) 0.065(6) -0.047(6) 0.022(5) 0.010(6) C73 0.044(3) 0.080(5) 0.054(5) -0.021(4) -0.007(3) 0.017(3) C74 0.111(6) 0.052(4) 0.203(11) 0.000(5) 0.067(6) 0.036(4) C75 0.057(4) 0.063(4) 0.162(9) 0.010(5) 0.024(5) 0.000(3) C76 0.040(3) 0.139(6) 0.060(5) -0.018(5) -0.006(3) 0.019(4) C77 0.054(4) 0.081(5) 0.146(8) -0.035(5) 0.003(4) -0.014(4) C78 0.051(3) 0.050(3) 0.047(4) -0.003(3) -0.004(3) -0.003(3) C79 0.043(3) 0.070(4) 0.090(6) 0.004(4) -0.010(3) -0.002(3) C80 0.071(4) 0.083(5) 0.074(6) 0.006(4) -0.015(4) 0.027(4) C81 0.067(4) 0.051(4) 0.092(6) 0.017(4) 0.026(4) 0.017(3) C82 0.060(4) 0.033(3) 0.055(4) 0.017(3) 0.010(3) 0.010(3) C83 0.089(5) 0.090(5) 0.059(5) -0.004(4) 0.002(4) 0.017(4) C84 0.063(4) 0.060(4) 0.078(5) -0.001(4) 0.007(4) -0.017(3) C85 0.067(4) 0.082(5) 0.117(7) 0.044(5) 0.043(4) 0.019(4) C86 0.098(5) 0.055(4) 0.123(7) -0.006(5) -0.019(5) -0.020(4) C87 0.091(5) 0.064(4) 0.069(5) -0.004(4) 0.002(4) -0.011(4) C88 0.064(4) 0.064(4) 0.073(5) 0.004(4) 0.006(4) 0.008(3) C89 0.060(4) 0.069(5) 0.103(6) 0.031(4) 0.019(4) -0.007(3) C90 0.097(6) 0.074(5) 0.164(9) 0.074(6) 0.049(6) 0.021(5) C91 0.060(5) 0.118(7) 0.117(7) 0.062(6) 0.018(4) 0.022(4) C92 0.074(5) 0.115(6) 0.064(5) 0.017(5) -0.017(4) -0.032(4) C93A 0.088(3) 0.075(3) 0.092(3) -0.005(3) 0.012(3) 0.013(2) C94A 0.088(3) 0.075(3) 0.092(3) -0.005(3) 0.012(3) 0.013(2) C95A 0.088(3) 0.075(3) 0.092(3) -0.005(3) 0.012(3) 0.013(2) C96A 0.088(3) 0.075(3) 0.092(3) -0.005(3) 0.012(3) 0.013(2) C97A 0.088(3) 0.075(3) 0.092(3) -0.005(3) 0.012(3) 0.013(2) C98A 0.088(3) 0.075(3) 0.092(3) -0.005(3) 0.012(3) 0.013(2) C93B 0.088(3) 0.075(3) 0.092(3) -0.005(3) 0.012(3) 0.013(2) C94B 0.088(3) 0.075(3) 0.092(3) -0.005(3) 0.012(3) 0.013(2) C95B 0.088(3) 0.075(3) 0.092(3) -0.005(3) 0.012(3) 0.013(2) C96B 0.088(3) 0.075(3) 0.092(3) -0.005(3) 0.012(3) 0.013(2) C97B 0.088(3) 0.075(3) 0.092(3) -0.005(3) 0.012(3) 0.013(2) C98B 0.088(3) 0.075(3) 0.092(3) -0.005(3) 0.012(3) 0.013(2) B1 0.029(3) 0.025(3) 0.021(4) -0.001(3) 0.001(3) 0.002(2) B2 0.030(3) 0.044(4) 0.030(4) 0.004(3) 0.006(3) 0.002(3) B3 0.035(3) 0.031(3) 0.036(4) -0.008(3) 0.000(3) -0.005(3) B4 0.036(3) 0.028(3) 0.023(4) -0.011(3) 0.004(3) -0.004(3) F1 0.0461(19) 0.126(3) 0.047(2) -0.023(2) -0.0043(16) -0.003(2) F2 0.053(2) 0.245(5) 0.043(3) -0.009(3) -0.0125(19) -0.012(3) F3 0.059(2) 0.207(5) 0.102(4) 0.101(4) -0.007(2) 0.016(3) F4 0.048(2) 0.086(3) 0.176(5) 0.077(3) 0.006(2) 0.0074(19) F5 0.0453(18) 0.0482(19) 0.097(3) 0.024(2) -0.0019(19) 0.0004(15) F6 0.0346(16) 0.0553(19) 0.077(3) 0.0093(18) 0.0159(16) 0.0004(15) F7 0.056(2) 0.069(2) 0.100(3) 0.011(2) 0.016(2) -0.0268(17) F8 0.101(3) 0.0366(19) 0.103(3) 0.001(2) 0.000(2) -0.0181(18) F9 0.086(2) 0.051(2) 0.083(3) -0.0141(19) 0.001(2) 0.0176(18) F10 0.0404(17) 0.063(2) 0.056(2) -0.0030(17) 0.0122(15) 0.0124(15) F11 0.0363(16) 0.070(2) 0.057(2) -0.0028(18) 0.0010(16) 0.0077(15) F12 0.0445(19) 0.099(3) 0.112(3) -0.024(2) 0.0101(19) 0.0301(18) F13 0.067(2) 0.096(3) 0.108(3) -0.059(3) 0.034(2) -0.0060(19) F14 0.061(2) 0.089(2) 0.054(2) -0.034(2) 0.0141(18) -0.0214(17) F15 0.0375(16) 0.0566(18) 0.042(2) -0.0051(16) -0.0022(14) 0.0027(14) F16 0.0400(16) 0.0370(16) 0.064(2) 0.0042(15) 0.0190(15) -0.0023(13) F17 0.087(2) 0.0398(18) 0.093(3) 0.0194(19) 0.044(2) -0.0012(17) F18 0.120(3) 0.048(2) 0.114(4) 0.043(2) 0.049(3) 0.032(2) F19 0.064(2) 0.066(2) 0.096(3) 0.030(2) 0.022(2) 0.0392(18) F20 0.0328(15) 0.0458(17) 0.062(2) 0.0177(16) 0.0109(15) 0.0108(13) F21 0.0541(17) 0.0475(17) 0.033(2) -0.0045(15) -0.0070(15) 0.0003(14) F22 0.0622(19) 0.070(2) 0.049(2) -0.0315(19) 0.0127(17) -0.0145(16) F23 0.0602(19) 0.053(2) 0.080(3) -0.0260(19) 0.0357(18) -0.0022(16) F24 0.0446(18) 0.071(2) 0.066(2) -0.0018(19) 0.0125(16) 0.0128(16) F25 0.0398(15) 0.0545(18) 0.043(2) -0.0034(16) 0.0007(14) 0.0020(14) F26 0.0499(19) 0.062(2) 0.069(3) 0.0045(19) -0.0121(17) 0.0134(17) F27 0.130(3) 0.087(3) 0.069(3) 0.014(2) -0.015(2) 0.060(2) F28 0.234(5) 0.059(2) 0.092(4) 0.045(2) 0.056(3) 0.061(3) F29 0.181(4) 0.043(2) 0.100(4) 0.016(2) 0.088(3) -0.005(2) F30 0.063(2) 0.0482(19) 0.068(3) 0.0038(17) 0.0277(18) -0.0114(16) F31 0.0284(15) 0.0393(16) 0.074(2) 0.0038(16) 0.0094(14) 0.0012(12) F32 0.062(2) 0.0297(17) 0.130(4) 0.0112(19) 0.028(2) 0.0113(15) F33 0.079(2) 0.0298(18) 0.152(4) 0.017(2) 0.050(2) -0.0033(16) F34 0.0502(19) 0.0534(19) 0.109(3) 0.011(2) 0.0383(19) -0.0107(15) F35 0.0335(15) 0.0437(17) 0.071(2) 0.0119(16) 0.0224(15) 0.0047(13) F36 0.0481(16) 0.0307(15) 0.047(2) -0.0019(15) 0.0009(15) -0.0076(13) F37 0.076(2) 0.0349(18) 0.062(2) 0.0080(16) -0.0061(17) 0.0085(15) F38 0.099(3) 0.065(2) 0.085(3) 0.018(2) -0.046(2) 0.000(2) F39 0.103(3) 0.060(2) 0.059(2) 0.0015(19) -0.046(2) -0.0171(19) F40 0.0635(19) 0.0364(17) 0.042(2) -0.0059(14) -0.0102(15) -0.0070(14) N1 0.046(3) 0.051(3) 0.061(4) 0.000(3) 0.013(3) 0.015(2) N2 0.044(3) 0.048(3) 0.055(4) 0.004(3) 0.000(3) -0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.388(6) . ? C1 C6 1.412(7) . ? C1 B1 1.602(7) . ? C2 C3 1.412(7) . ? C2 H2 0.9300 . ? C3 C4 1.348(7) . ? C3 H3 0.9300 . ? C4 C5 1.421(7) . ? C4 H4 0.9300 . ? C5 C10 1.392(7) . ? C5 C6 1.436(6) . ? C6 C7 1.424(6) . ? C7 C8 1.372(7) . ? C7 B2 1.604(7) . ? C8 C9 1.414(7) . ? C8 H8 0.9300 . ? C9 C10 1.369(7) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.336(8) . ? C11 C16 1.411(7) . ? C11 B2 1.632(7) . ? C12 F1 1.382(7) . ? C12 C13 1.427(9) . ? C13 F2 1.316(8) . ? C13 C14 1.355(9) . ? C14 C15 1.337(9) . ? C14 F3 1.366(7) . ? C15 F4 1.356(7) . ? C15 C16 1.392(8) . ? C16 F5 1.326(6) . ? C17 C22 1.378(7) . ? C17 C18 1.397(7) . ? C17 B2 1.630(7) . ? C18 F6 1.355(5) . ? C18 C19 1.363(7) . ? C19 F7 1.344(6) . ? C19 C20 1.368(7) . ? C20 F8 1.337(6) . ? C20 C21 1.362(8) . ? C21 F9 1.370(6) . ? C21 C22 1.371(7) . ? C22 F10 1.357(5) . ? C23 C28 1.383(7) . ? C23 C24 1.387(6) . ? C23 B1 1.622(7) . ? C24 F11 1.357(6) . ? C24 C25 1.385(7) . ? C25 C26 1.341(8) . ? C25 F12 1.358(5) . ? C26 F13 1.357(6) . ? C26 C27 1.360(7) . ? C27 F14 1.348(6) . ? C27 C28 1.365(7) . ? C28 F15 1.365(5) . ? C29 C34 1.396(6) . ? C29 C30 1.399(6) . ? C29 B1 1.614(6) . ? C30 F16 1.359(5) . ? C30 C31 1.363(6) . ? C31 F17 1.353(5) . ? C31 C32 1.371(7) . ? C32 F18 1.355(5) . ? C32 C33 1.360(7) . ? C33 F19 1.335(5) . ? C33 C34 1.376(7) . ? C34 F20 1.351(5) . ? C35 C36 1.385(6) . ? C35 C40 1.427(7) . ? C35 B3 1.597(7) . ? C36 C37 1.403(7) . ? C36 H36 0.9300 . ? C37 C38 1.344(7) . ? C37 H37 0.9300 . ? C38 C39 1.416(7) . ? C38 H38 0.9300 . ? C39 C44 1.398(7) . ? C39 C40 1.432(6) . ? C40 C41 1.432(6) . ? C41 C42 1.369(6) . ? C41 B4 1.589(7) . ? C42 C43 1.402(6) . ? C42 H42 0.9300 . ? C43 C44 1.371(7) . ? C43 H43 0.9300 . ? C44 H44 0.9300 . ? C45 C46 1.379(6) . ? C45 C50 1.390(6) . ? C45 B3 1.621(7) . ? C46 F21 1.364(5) . ? C46 C47 1.373(7) . ? C47 F22 1.341(5) . ? C47 C48 1.369(7) . ? C48 F23 1.357(5) . ? C48 C49 1.364(7) . ? C49 F24 1.349(5) . ? C49 C50 1.384(7) . ? C50 F25 1.354(5) . ? C51 C52 1.388(7) . ? C51 C56 1.394(7) . ? C51 B3 1.624(7) . ? C52 F26 1.358(6) . ? C52 C53 1.367(8) . ? C53 F27 1.349(6) . ? C53 C54 1.370(9) . ? C54 C55 1.348(9) . ? C54 F28 1.363(7) . ? C55 F29 1.342(7) . ? C55 C56 1.358(8) . ? C56 F30 1.347(6) . ? C57 C58 1.376(6) . ? C57 C62 1.388(6) . ? C57 B4 1.621(7) . ? C58 F31 1.349(5) . ? C58 C59 1.372(6) . ? C59 F32 1.349(5) . ? C59 C60 1.366(7) . ? C60 F33 1.349(5) . ? C60 C61 1.361(7) . ? C61 F34 1.353(5) . ? C61 C62 1.366(7) . ? C62 F35 1.359(5) . ? C63 C68 1.381(6) . ? C63 C64 1.386(6) . ? C63 B4 1.628(7) . ? C64 F36 1.347(5) . ? C64 C65 1.374(7) . ? C65 C66 1.352(7) . ? C65 F37 1.356(5) . ? C66 F38 1.338(6) . ? C66 C67 1.380(7) . ? C67 F39 1.344(5) . ? C67 C68 1.372(7) . ? C68 F40 1.374(5) . ? C69 C70 1.445(10) . ? C69 N1 1.525(7) . ? C69 C74 1.527(8) . ? C69 C75 1.547(9) . ? C70 C71 1.500(10) . ? C70 H70A 0.9700 . ? C70 H70B 0.9700 . ? C71 C72 1.545(11) . ? C71 H71A 0.9700 . ? C71 H71B 0.9700 . ? C72 C73 1.554(10) . ? C72 H72A 0.9700 . ? C72 H72B 0.9700 . ? C73 C76 1.511(7) . ? C73 N1 1.522(7) . ? C73 C77 1.525(9) . ? C74 H74A 0.9600 . ? C74 H74B 0.9600 . ? C74 H74C 0.9600 . ? C75 H75A 0.9600 . ? C75 H75B 0.9600 . ? C75 H75C 0.9600 . ? C76 H76A 0.9600 . ? C76 H76B 0.9600 . ? C76 H76C 0.9600 . ? C77 H77A 0.9600 . ? C77 H77B 0.9600 . ? C77 H77C 0.9600 . ? C78 C84 1.489(8) . ? C78 C79 1.508(7) . ? C78 C83 1.524(8) . ? C78 N2 1.539(7) . ? C79 C80 1.505(8) . ? C79 H79A 0.9700 . ? C79 H79B 0.9700 . ? C80 C81 1.522(8) . ? C80 H80A 0.9700 . ? C80 H80B 0.9700 . ? C81 C82 1.509(7) . ? C81 H81A 0.9700 . ? C81 H81B 0.9700 . ? C82 C85 1.518(8) . ? C82 N2 1.539(7) . ? C82 C86 1.540(8) . ? C83 H83A 0.9600 . ? C83 H83B 0.9600 . ? C83 H83C 0.9600 . ? C84 H84A 0.9600 . ? C84 H84B 0.9600 . ? C84 H84C 0.9600 . ? C85 H85A 0.9600 . ? C85 H85B 0.9600 . ? C85 H85C 0.9600 . ? C86 H86A 0.9600 . ? C86 H86B 0.9600 . ? C86 H86C 0.9600 . ? C87 C88 1.3900 . ? C87 C92 1.3900 . ? C87 H87 0.9300 . ? C88 C89 1.3900 . ? C88 H88 0.9300 . ? C89 C90 1.3900 . ? C89 H89 0.9300 . ? C90 C91 1.3900 . ? C90 H90 0.9300 . ? C91 C92 1.3900 . ? C91 H91 0.9300 . ? C92 H92 0.9300 . ? C93A C94A 1.3900 . ? C93A C98A 1.3900 . ? C93A H93A 0.9300 . ? C94A C95A 1.3900 . ? C94A H94A 0.9300 . ? C95A C96A 1.3900 . ? C95A H95A 0.9300 . ? C96A C97A 1.3900 . ? C96A H96A 0.9300 . ? C97A C98A 1.3900 . ? C97A H97A 0.9300 . ? C98A H98A 0.9300 . ? C93B C94B 1.3900 . ? C93B C98B 1.3900 . ? C93B H93B 0.9300 . ? C94B C95B 1.3900 . ? C94B H94B 0.9300 . ? C95B C96B 1.3900 . ? C95B H95B 0.9300 . ? C96B C97B 1.3900 . ? C96B H96B 0.9300 . ? C97B C98B 1.3900 . ? C97B H97B 0.9300 . ? C98B H98B 0.9300 . ? B1 H1A 1.45(5) . ? B2 H1A 1.41(5) . ? B3 H1B 1.31(5) . ? B4 H1B 1.36(5) . ? N1 H2A 0.88(3) . ? N1 H2B 0.88(4) . ? N2 H3A 0.88(3) . ? N2 H3B 0.88(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 117.8(4) . . ? C2 C1 B1 123.7(5) . . ? C6 C1 B1 118.4(4) . . ? C1 C2 C3 121.9(5) . . ? C1 C2 H2 119.1 . . ? C3 C2 H2 119.1 . . ? C4 C3 C2 120.7(5) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 120.3(5) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C10 C5 C4 122.1(5) . . ? C10 C5 C6 119.1(5) . . ? C4 C5 C6 118.8(5) . . ? C1 C6 C7 120.0(4) . . ? C1 C6 C5 120.4(4) . . ? C7 C6 C5 119.5(5) . . ? C8 C7 C6 118.7(5) . . ? C8 C7 B2 120.3(5) . . ? C6 C7 B2 120.3(5) . . ? C7 C8 C9 121.8(5) . . ? C7 C8 H8 119.1 . . ? C9 C8 H8 119.1 . . ? C10 C9 C8 119.7(6) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C9 C10 C5 121.2(5) . . ? C9 C10 H10 119.4 . . ? C5 C10 H10 119.4 . . ? C12 C11 C16 114.6(6) . . ? C12 C11 B2 122.8(5) . . ? C16 C11 B2 121.7(5) . . ? C11 C12 F1 121.5(6) . . ? C11 C12 C13 125.4(7) . . ? F1 C12 C13 113.0(6) . . ? F2 C13 C14 122.8(7) . . ? F2 C13 C12 121.2(8) . . ? C14 C13 C12 116.0(7) . . ? C15 C14 C13 122.3(7) . . ? C15 C14 F3 119.2(8) . . ? C13 C14 F3 118.6(8) . . ? C14 C15 F4 121.5(7) . . ? C14 C15 C16 119.9(7) . . ? F4 C15 C16 118.6(7) . . ? F5 C16 C15 118.1(6) . . ? F5 C16 C11 120.3(5) . . ? C15 C16 C11 121.6(6) . . ? C22 C17 C18 113.7(5) . . ? C22 C17 B2 125.1(4) . . ? C18 C17 B2 121.1(4) . . ? F6 C18 C19 116.8(5) . . ? F6 C18 C17 118.9(4) . . ? C19 C18 C17 124.3(5) . . ? F7 C19 C18 120.6(5) . . ? F7 C19 C20 120.0(5) . . ? C18 C19 C20 119.4(5) . . ? F8 C20 C21 120.7(5) . . ? F8 C20 C19 120.7(6) . . ? C21 C20 C19 118.6(5) . . ? C20 C21 F9 119.5(5) . . ? C20 C21 C22 121.0(5) . . ? F9 C21 C22 119.5(5) . . ? F10 C22 C21 116.8(5) . . ? F10 C22 C17 120.2(5) . . ? C21 C22 C17 122.9(5) . . ? C28 C23 C24 113.2(5) . . ? C28 C23 B1 120.3(4) . . ? C24 C23 B1 126.5(4) . . ? F11 C24 C25 116.9(4) . . ? F11 C24 C23 120.3(5) . . ? C25 C24 C23 122.7(5) . . ? C26 C25 F12 120.5(5) . . ? C26 C25 C24 120.4(5) . . ? F12 C25 C24 119.1(5) . . ? C25 C26 F13 120.6(5) . . ? C25 C26 C27 119.9(5) . . ? F13 C26 C27 119.5(6) . . ? F14 C27 C26 120.2(5) . . ? F14 C27 C28 121.1(5) . . ? C26 C27 C28 118.7(5) . . ? F15 C28 C27 116.1(5) . . ? F15 C28 C23 118.8(4) . . ? C27 C28 C23 125.1(4) . . ? C34 C29 C30 112.3(4) . . ? C34 C29 B1 126.6(4) . . ? C30 C29 B1 121.1(4) . . ? F16 C30 C31 115.7(4) . . ? F16 C30 C29 119.4(4) . . ? C31 C30 C29 124.9(4) . . ? F17 C31 C30 121.6(5) . . ? F17 C31 C32 119.4(5) . . ? C30 C31 C32 119.0(5) . . ? F18 C32 C33 119.6(5) . . ? F18 C32 C31 120.2(5) . . ? C33 C32 C31 120.2(5) . . ? F19 C33 C32 120.4(5) . . ? F19 C33 C34 120.7(5) . . ? C32 C33 C34 118.9(5) . . ? F20 C34 C33 116.1(4) . . ? F20 C34 C29 119.1(4) . . ? C33 C34 C29 124.7(5) . . ? C36 C35 C40 117.4(4) . . ? C36 C35 B3 123.1(5) . . ? C40 C35 B3 119.4(4) . . ? C35 C36 C37 121.5(5) . . ? C35 C36 H36 119.3 . . ? C37 C36 H36 119.3 . . ? C38 C37 C36 121.3(5) . . ? C38 C37 H37 119.4 . . ? C36 C37 H37 119.4 . . ? C37 C38 C39 121.1(5) . . ? C37 C38 H38 119.4 . . ? C39 C38 H38 119.4 . . ? C44 C39 C38 123.2(5) . . ? C44 C39 C40 119.2(4) . . ? C38 C39 C40 117.6(5) . . ? C35 C40 C41 120.0(4) . . ? C35 C40 C39 121.1(4) . . ? C41 C40 C39 118.9(5) . . ? C42 C41 C40 119.0(4) . . ? C42 C41 B4 120.1(4) . . ? C40 C41 B4 119.8(4) . . ? C41 C42 C43 121.8(5) . . ? C41 C42 H42 119.1 . . ? C43 C42 H42 119.1 . . ? C44 C43 C42 119.9(5) . . ? C44 C43 H43 120.0 . . ? C42 C43 H43 120.0 . . ? C43 C44 C39 121.0(5) . . ? C43 C44 H44 119.5 . . ? C39 C44 H44 119.5 . . ? C46 C45 C50 113.7(4) . . ? C46 C45 B3 118.6(4) . . ? C50 C45 B3 127.6(4) . . ? F21 C46 C47 115.6(4) . . ? F21 C46 C45 119.5(4) . . ? C47 C46 C45 124.9(4) . . ? F22 C47 C48 120.2(5) . . ? F22 C47 C46 121.5(5) . . ? C48 C47 C46 118.3(5) . . ? F23 C48 C49 119.7(5) . . ? F23 C48 C47 119.8(5) . . ? C49 C48 C47 120.4(5) . . ? F24 C49 C48 121.3(5) . . ? F24 C49 C50 119.7(5) . . ? C48 C49 C50 119.1(5) . . ? F25 C50 C49 116.5(4) . . ? F25 C50 C45 120.1(4) . . ? C49 C50 C45 123.4(5) . . ? C52 C51 C56 113.5(5) . . ? C52 C51 B3 125.7(5) . . ? C56 C51 B3 120.9(4) . . ? F26 C52 C53 116.5(5) . . ? F26 C52 C51 119.4(5) . . ? C53 C52 C51 124.0(6) . . ? F27 C53 C52 119.4(7) . . ? F27 C53 C54 122.0(6) . . ? C52 C53 C54 118.5(6) . . ? C55 C54 F28 122.2(8) . . ? C55 C54 C53 120.5(6) . . ? F28 C54 C53 117.3(8) . . ? F29 C55 C54 118.4(6) . . ? F29 C55 C56 122.2(7) . . ? C54 C55 C56 119.5(6) . . ? F30 C56 C55 116.8(5) . . ? F30 C56 C51 119.3(4) . . ? C55 C56 C51 123.8(6) . . ? C58 C57 C62 113.4(4) . . ? C58 C57 B4 125.6(4) . . ? C62 C57 B4 121.0(4) . . ? F31 C58 C59 116.0(4) . . ? F31 C58 C57 120.4(4) . . ? C59 C58 C57 123.5(4) . . ? F32 C59 C60 119.7(5) . . ? F32 C59 C58 120.2(4) . . ? C60 C59 C58 120.1(5) . . ? F33 C60 C61 120.2(5) . . ? F33 C60 C59 120.6(5) . . ? C61 C60 C59 119.2(5) . . ? F34 C61 C60 120.5(5) . . ? F34 C61 C62 120.6(4) . . ? C60 C61 C62 118.9(4) . . ? F35 C62 C61 115.6(4) . . ? F35 C62 C57 119.5(4) . . ? C61 C62 C57 124.9(4) . . ? C68 C63 C64 113.3(4) . . ? C68 C63 B4 123.5(4) . . ? C64 C63 B4 122.6(4) . . ? F36 C64 C65 117.1(4) . . ? F36 C64 C63 119.5(4) . . ? C65 C64 C63 123.4(5) . . ? C66 C65 F37 119.0(5) . . ? C66 C65 C64 120.4(5) . . ? F37 C65 C64 120.6(4) . . ? F38 C66 C65 121.1(5) . . ? F38 C66 C67 119.5(5) . . ? C65 C66 C67 119.3(5) . . ? F39 C67 C68 120.5(5) . . ? F39 C67 C66 121.2(5) . . ? C68 C67 C66 118.3(5) . . ? C67 C68 F40 115.3(4) . . ? C67 C68 C63 125.1(5) . . ? F40 C68 C63 119.6(4) . . ? C70 C69 N1 108.7(6) . . ? C70 C69 C74 113.6(7) . . ? N1 C69 C74 110.9(5) . . ? C70 C69 C75 106.7(6) . . ? N1 C69 C75 105.9(5) . . ? C74 C69 C75 110.6(6) . . ? C69 C70 C71 111.5(7) . . ? C69 C70 H70A 109.3 . . ? C71 C70 H70A 109.3 . . ? C69 C70 H70B 109.3 . . ? C71 C70 H70B 109.3 . . ? H70A C70 H70B 108.0 . . ? C70 C71 C72 111.0(7) . . ? C70 C71 H71A 109.4 . . ? C72 C71 H71A 109.4 . . ? C70 C71 H71B 109.4 . . ? C72 C71 H71B 109.4 . . ? H71A C71 H71B 108.0 . . ? C71 C72 C73 113.0(6) . . ? C71 C72 H72A 109.0 . . ? C73 C72 H72A 109.0 . . ? C71 C72 H72B 109.0 . . ? C73 C72 H72B 109.0 . . ? H72A C72 H72B 107.8 . . ? C76 C73 N1 110.0(5) . . ? C76 C73 C77 109.3(6) . . ? N1 C73 C77 104.4(5) . . ? C76 C73 C72 114.0(5) . . ? N1 C73 C72 105.9(5) . . ? C77 C73 C72 112.7(6) . . ? C69 C74 H74A 109.5 . . ? C69 C74 H74B 109.5 . . ? H74A C74 H74B 109.5 . . ? C69 C74 H74C 109.5 . . ? H74A C74 H74C 109.5 . . ? H74B C74 H74C 109.5 . . ? C69 C75 H75A 109.5 . . ? C69 C75 H75B 109.5 . . ? H75A C75 H75B 109.5 . . ? C69 C75 H75C 109.5 . . ? H75A C75 H75C 109.5 . . ? H75B C75 H75C 109.5 . . ? C73 C76 H76A 109.5 . . ? C73 C76 H76B 109.5 . . ? H76A C76 H76B 109.5 . . ? C73 C76 H76C 109.5 . . ? H76A C76 H76C 109.5 . . ? H76B C76 H76C 109.5 . . ? C73 C77 H77A 109.5 . . ? C73 C77 H77B 109.5 . . ? H77A C77 H77B 109.5 . . ? C73 C77 H77C 109.5 . . ? H77A C77 H77C 109.5 . . ? H77B C77 H77C 109.5 . . ? C84 C78 C79 112.5(5) . . ? C84 C78 C83 109.2(5) . . ? C79 C78 C83 112.3(5) . . ? C84 C78 N2 105.8(5) . . ? C79 C78 N2 106.5(4) . . ? C83 C78 N2 110.4(5) . . ? C80 C79 C78 114.8(5) . . ? C80 C79 H79A 108.6 . . ? C78 C79 H79A 108.6 . . ? C80 C79 H79B 108.6 . . ? C78 C79 H79B 108.6 . . ? H79A C79 H79B 107.6 . . ? C79 C80 C81 109.5(5) . . ? C79 C80 H80A 109.8 . . ? C81 C80 H80A 109.8 . . ? C79 C80 H80B 109.8 . . ? C81 C80 H80B 109.8 . . ? H80A C80 H80B 108.2 . . ? C82 C81 C80 115.7(5) . . ? C82 C81 H81A 108.3 . . ? C80 C81 H81A 108.3 . . ? C82 C81 H81B 108.3 . . ? C80 C81 H81B 108.3 . . ? H81A C81 H81B 107.4 . . ? C81 C82 C85 115.0(5) . . ? C81 C82 N2 106.6(4) . . ? C85 C82 N2 108.3(4) . . ? C81 C82 C86 113.7(5) . . ? C85 C82 C86 107.1(5) . . ? N2 C82 C86 105.6(5) . . ? C78 C83 H83A 109.5 . . ? C78 C83 H83B 109.5 . . ? H83A C83 H83B 109.5 . . ? C78 C83 H83C 109.5 . . ? H83A C83 H83C 109.5 . . ? H83B C83 H83C 109.5 . . ? C78 C84 H84A 109.5 . . ? C78 C84 H84B 109.5 . . ? H84A C84 H84B 109.5 . . ? C78 C84 H84C 109.5 . . ? H84A C84 H84C 109.5 . . ? H84B C84 H84C 109.5 . . ? C82 C85 H85A 109.5 . . ? C82 C85 H85B 109.5 . . ? H85A C85 H85B 109.5 . . ? C82 C85 H85C 109.5 . . ? H85A C85 H85C 109.5 . . ? H85B C85 H85C 109.5 . . ? C82 C86 H86A 109.5 . . ? C82 C86 H86B 109.5 . . ? H86A C86 H86B 109.5 . . ? C82 C86 H86C 109.5 . . ? H86A C86 H86C 109.5 . . ? H86B C86 H86C 109.5 . . ? C88 C87 C92 120.0 . . ? C88 C87 H87 120.0 . . ? C92 C87 H87 120.0 . . ? C89 C88 C87 120.0 . . ? C89 C88 H88 120.0 . . ? C87 C88 H88 120.0 . . ? C88 C89 C90 120.0 . . ? C88 C89 H89 120.0 . . ? C90 C89 H89 120.0 . . ? C91 C90 C89 120.0 . . ? C91 C90 H90 120.0 . . ? C89 C90 H90 120.0 . . ? C92 C91 C90 120.0 . . ? C92 C91 H91 120.0 . . ? C90 C91 H91 120.0 . . ? C91 C92 C87 120.0 . . ? C91 C92 H92 120.0 . . ? C87 C92 H92 120.0 . . ? C94A C93A C98A 120.0 . . ? C94A C93A H93A 120.0 . . ? C98A C93A H93A 120.0 . . ? C95A C94A C93A 120.0 . . ? C95A C94A H94A 120.0 . . ? C93A C94A H94A 120.0 . . ? C96A C95A C94A 120.0 . . ? C96A C95A H95A 120.0 . . ? C94A C95A H95A 120.0 . . ? C95A C96A C97A 120.0 . . ? C95A C96A H96A 120.0 . . ? C97A C96A H96A 120.0 . . ? C98A C97A C96A 120.0 . . ? C98A C97A H97A 120.0 . . ? C96A C97A H97A 120.0 . . ? C97A C98A C93A 120.0 . . ? C97A C98A H98A 120.0 . . ? C93A C98A H98A 120.0 . . ? C94B C93B C98B 120.0 . . ? C94B C93B H93B 120.0 . . ? C98B C93B H93B 120.0 . . ? C93B C94B C95B 120.0 . . ? C93B C94B H94B 120.0 . . ? C95B C94B H94B 120.0 . . ? C96B C95B C94B 120.0 . . ? C96B C95B H95B 120.0 . . ? C94B C95B H95B 120.0 . . ? C97B C96B C95B 120.0 . . ? C97B C96B H96B 120.0 . . ? C95B C96B H96B 120.0 . . ? C98B C97B C96B 120.0 . . ? C98B C97B H97B 120.0 . . ? C96B C97B H97B 120.0 . . ? C97B C98B C93B 120.0 . . ? C97B C98B H98B 120.0 . . ? C93B C98B H98B 120.0 . . ? C1 B1 C29 117.0(4) . . ? C1 B1 C23 115.4(4) . . ? C29 B1 C23 109.0(4) . . ? C1 B1 H1A 108(2) . . ? C29 B1 H1A 104.9(18) . . ? C23 B1 H1A 100.2(19) . . ? C7 B2 C17 120.7(4) . . ? C7 B2 C11 105.9(4) . . ? C17 B2 C11 116.0(4) . . ? C7 B2 H1A 112.7(18) . . ? C17 B2 H1A 101.0(19) . . ? C11 B2 H1A 98.4(18) . . ? C35 B3 C45 115.2(4) . . ? C35 B3 C51 117.5(4) . . ? C45 B3 C51 110.6(4) . . ? C35 B3 H1B 100(2) . . ? C45 B3 H1B 109(2) . . ? C51 B3 H1B 103(2) . . ? C41 B4 C57 121.4(4) . . ? C41 B4 C63 107.4(4) . . ? C57 B4 C63 114.3(4) . . ? C41 B4 H1B 103.2(19) . . ? C57 B4 H1B 103(2) . . ? C63 B4 H1B 105.8(19) . . ? C73 N1 C69 121.1(5) . . ? C73 N1 H2A 107(4) . . ? C69 N1 H2A 106(4) . . ? C73 N1 H2B 99(3) . . ? C69 N1 H2B 101(3) . . ? H2A N1 H2B 125(5) . . ? C82 N2 C78 121.7(5) . . ? C82 N2 H3A 108(3) . . ? C78 N2 H3A 109(3) . . ? C82 N2 H3B 97(4) . . ? C78 N2 H3B 112(4) . . ? H3A N2 H3B 109(5) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.09 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.592 _refine_diff_density_min -0.351 _refine_diff_density_rms 0.060